Organic & Biomolecular Chemistry



Johnson–Corey–Chaykovsky Fluorocyclopropanation of Double Activated Alkenes: Scope and Limitations ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02712B, Paper Armands Kazia, Renate Melngaile, Anatoly Mishnev, Janis Veliks Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes utilizing S‐monofluoromethyl‐S‐phenyl‐2,3,4,5‐tetramethylphenylsulfonium tetrafluoroborate is an efficient approach to obtain a range of monofluorocyclopropane derivatives. So far, fluoromethylsulfonium salts display the broadest scope for direct... The content of this RSS Feed (c) The Royal Society of Chemistry
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Sequential conjugation methods based on triazole formations and related reactions using azides ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02698C, Review Article Suguru Yoshida The recent remarkable progress of azide chemistry has realized sequential conjugation methods by selective 1,2,3-triazole formations. On the basis of diverse reactivities of azides and azidophiles including terminal alkynes and... The content of this RSS Feed (c) The Royal Society of Chemistry
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Homoallylic amines as efficient chiral inducing framework in the conjugate addition of amides to α,β-unsaturated esters. An entry to enantio-enriched diversely substituted amines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00034E, Communication johann rogier, Lilia Anani, Aurélien Coelho, Fabien Massicot, Carine Machado-Rodrigues, jean-bernard behr, jean-luc vasse The diastereoselective conjugate addition of secondary homoallylamines, obtained in the enantioenriched form via allylmetallation of imines, onto α,β-unsaturated esters is reported. Leading to tertiary amines bearing two chains integrating a... The content of this RSS Feed (c) The Royal Society of Chemistry
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Strategic use of para-quinone methides to access synthetically challenging and chemoselective α,α′-diarylmethyl N-glycosides from unprotected carbohydrate amines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00039F, Communication Pintu Kumar Mandal, Rekha Sangwan, Atul Dubey, Ashwani Tiwari Reported herein is a practical route to access synthetically challenge and chemoselective α,α′-diarylmethyl N-glycosides via Sc(OTf)3-catalyzed 1,6-conjugate addition of amino sugars with para-quinone methides (p-QMs). The reactions proceed smoothly without... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent progress on the organic and metal complex-based fluorescent probes for monitoring nitric oxide in living biological systems ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02561H, Review Article Lizhen Wang, Juan Zhang, Xue An, Hongdong Duan Nitric oxide (NO) is an important gaseous signaling molecule related to various human diseases. To investigate the biological functions of NO, many strategies have been developed for real-time monitoring the... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent advances in the direct β-C(sp2)–H functionalization of enamides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02649E, Review Article Tonghao Zhu, Shimin Xie, Pornchai Rojsitthisak, Jie Wu Recent advances in the direct β-C(sp2)–H functionalization of enamides, mainly including arylation, alkenylation, alkynylation, alkylation, acylation, sulfonylation, phosphorylation, and others, are reported. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of 1,4-diazepinone derivatives via a domino aza-Michael/SN2 cyclization of 1-azadienes with α-halogenoacetamides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02626F, Communication Chunhao Yuan, Hui Zhang, Mengna Yuan, Lei Xie, Xiaoqun Cao A novel cyclization of N-alkoxy α-halogenoacetamides with N-sulfonyl-1-aza-1,3-butadienes has been developed for the efficient preparation of 1,4-diazepinones in one step under transition metal-free conditions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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A lysosome-targeted near-infrared fluorescent probe for imaging of acid phosphatase in living cells ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02188D, Paper Songtao Cai, Chang Liu, Xiaojie Jiao, Song He, Liancheng Zhao, Xianshun Zeng A lysosome-targeted near-infrared (NIR) fluorescent probe SHCy-P for the detection and imaging of ACP in living cells has been designed and developed. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent progress in the total synthesis of Strychnos alkaloids ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02627D, Review Article Weigang He, Pengyan Wang, Junhan Chen, Weiqing Xie The recent synthetic approaches toward Strychnos alkaloids are summarized, including novel synthetic methodologies and strategies. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Site-selective protein modification via disulfide rebridging for fast tetrazine/trans-cyclooctene bioconjugation ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02687H, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Lujuan Xu, Marco Raabe, Maksymilian M. Zegota, João C. F. Nogueira, Vijay Chudasama, Seah Ling Kuan, Tanja Weil Site-selective incorporation of a reactive tetrazine tag into therapeutically relevant peptides and proteins via disulfide rebridging allows fast preparation of stable bioconjugates “on-demand”. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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A newskeletal rearrangement of 1,7-dimethyl Cookson’s cage dione catalyzed by Lewis acid ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02298H, Paper Sambasivarao Kotha, Subba Rao Cheekatla Methyl-substituted polycyclic cage dione containing the PCUD framework has undergone an unprecedented ring rearrangement approach. Here, the PCUD framework with the aid of Lewis acid such as BF3.MeOH gave unusual... The content of this RSS Feed (c) The Royal Society of Chemistry
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Self-assembling purine and pteridine quartets: how do π-conjugation patterns affect resonance-assisted hydrogen bonding? ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02412C, Communication Hari Ram Paudel, Ranjita Das, Chia-Hua Wu, Judy I. Wu π-Conjugation patterns determine the association strengths of purine and pteridine quartets. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Biomimetic total syntheses of baefrutones A–D, baeckenon B, and frutescones A, D–F ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02490E, Paper Ji-Qin Hou, Jiang-Hong Yu, Heng Zhao, Ying-Ying Dong, Qiu-Shi Peng, Bao-Bao Zhang, Hao Wang Biomimetic total syntheses of the natural tasmanone-based meroterpenoids were achieved for the first time via Michael addition, oxidative [4 + 2] cycloaddition, and water-promoted Diels–Alder click reactions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Hypersensitive azobenzenes: facile synthesis of clickable and cleavable azo linkers with tunable and high reducibility ()
Org. Biomol. Chem., 2020, 18,420-424 DOI: 10.1039/C9OB02515D, Communication Taejun Eom, Anzar Khan Molecular design principles of azobenzene nuclei that can be cleaved in a few seconds under mild reducing conditions are described. The content of this RSS Feed (c) The Royal Society of Chemistry
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Enantioselective catalytic synthesis of α-aryl-α-SCF3-β2,2-amino acids ()
Org. Biomol. Chem., 2020, 18,405-408 DOI: 10.1039/C9OB02666E, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Andreas Eitzinger, Jean-François Brière, Dominique Cahard, Mario Waser Novel α-trifluoromethylthiolated-β2,2-amino acids were obtained in high enantiopurities under chiral phase-transfer catalysis. The content of this RSS Feed (c) The Royal Society of Chemistry
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Correction: Preparation of 2-arylquinolines from β-arylpropionitriles with aryllithiums and NIS through iminyl radical-mediated cyclization ()
Org. Biomol. Chem., 2020, 18,570-570 DOI: 10.1039/C9OB90192B, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Hiroki Naruto, Hideo Togo The content of this RSS Feed (c) The Royal Society of Chemistry
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Correction: A folate-conjugated platinum porphyrin complex as a new cancer-targeting photosensitizer for photodynamic therapy ()
Org. Biomol. Chem., 2020, 18,569-569 DOI: 10.1039/C9OB90191D, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Mengqian Yang, Jingran Deng, Ding Guo, Jie Zhang, Lixia Yang, Fengshou Wu The content of this RSS Feed (c) The Royal Society of Chemistry
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Ag-Catalyzed minisci C–H difluoromethylarylation of N-heteroarenes ()
Org. Biomol. Chem., 2020, 18,400-404 DOI: 10.1039/C9OB02586C, Communication Xiaojuan Xie, Yifang Zhang, Jian Hao, Wen Wan A mild silver-catalyzed decarboxylative C–H difluoromethylarylation of electron-deficient N-heteroarenes. The content of this RSS Feed (c) The Royal Society of Chemistry
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Isoquinolinequinone N-oxides as anticancer agents effective against drug resistant cell lines ()
Org. Biomol. Chem., 2020, 18,557-568 DOI: 10.1039/C9OB02441G, Paper Ryan D. Kruschel, Alyah Buzid, Udaya B. Rao Khandavilli, Simon E. Lawrence, Jeremy D. Glennon, Florence O. McCarthy 6- and 7-Substituted isoquinoline N-oxides are identified as redox active, adduct forming, anticancer agents and effective against drug resistant cell lines at nanomolar concentrations. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iron-catalyzed [3 + 2]-cycloaddition of in situ generated N-ylides with alkynes or olefins: access to multi-substituted/polycyclic pyrrole derivatives ()
Org. Biomol. Chem., 2020, 18,409-414 DOI: 10.1039/C9OB02571E, Communication Kai Zhou, Ming Bao, Jingjing Huang, Zhenghui Kang, Xinfang Xu, Wenhao Hu, Yu Qian An iron-catalyzed three-component reaction of benzimidazoles with diazoacetates and electron-deficient alkynes or alkenes that delivers multi-substituted pyrroles, pyrrolo[1,2-a]benzimidazoles and pyrrolo[1,2-a] quinoxalinones has been reported. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of substituted benzo[b][1,4]oxazepine derivatives by the reaction of 2-aminophenols with alkynones ()
Org. Biomol. Chem., 2020, 18,415-419 DOI: 10.1039/C9OB02450F, Communication Kohei Oshimoto, Biao Zhou, Hiroaki Tsuji, Motoi Kawatsura We have developed a novel synthetic method accessing benzo[b][1,4]oxazepines that are one of the rare classes of benzoxazepine derivatives by reaction of 2-aminophenols with alkynones in 1,4-dioxane at 100 °C. The content of this RSS Feed (c) The Royal Society of Chemistry
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Wagner–Meerwein type rearrangement in 5-oxohomoadamantane series ()
Org. Biomol. Chem., 2020, 18,465-478 DOI: 10.1039/C9OB02060H, Paper Ilya M. Tkachenko, Polina A. Mankova, Victor B. Rybakov, Evgeniy V. Golovin, Yuri N. Klimochkin The retropinacol-like rearrangement in 5-oxohomoadamantane series represents an efficient synthetic route to new polycyclic 2,3,4-tri- and 2,4-disubstituted derivatives of homoadamantane. The content of this RSS Feed (c) The Royal Society of Chemistry
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A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions ()
Org. Biomol. Chem., 2020, 18,551-556 DOI: 10.1039/C9OB02451D, Paper Satyajit Samanta, Sougata Santra, Rana Chatterjee, Adinath Majee One-pot synthesis of bis(β,β′-dialkoxy carbonyl) derivatives has been reported by the oxidative cleavage of aziridines. The content of this RSS Feed (c) The Royal Society of Chemistry
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Condensation of 1,2-dicarbonyl compounds with modified Huisgen zwitterions: synthesis of N-aryl–N-acyl hydrazones ()
Org. Biomol. Chem., 2020, 18,530-537 DOI: 10.1039/C9OB02508A, Paper Jialin Liu, Jilei Cao, Rongfang Liu, Ruifeng Li, Yan Qiao, Rong Zhou The reactivity patterns of the modified Huisgen zwitterions derived from arylazocarboxylates toward 1,2-dicarbonyl compounds have been studied for the first time for a facile synthesis of N-aryl–N-acyl hydrazones. The content of this RSS Feed (c) The Royal Society of Chemistry
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Tandem addition/cyclization for synthesis of 2-aroyl benzofurans and 2-aroyl indoles by carbopalladation of nitriles ()
Org. Biomol. Chem., 2020, 18,488-494 DOI: 10.1039/C9OB02408E, Paper Julin Gong, Kun Hu, Yinlin Shao, Renhao Li, Yetong Zhang, Maolin Hu, Jiuxi Chen Pd-Catalyzed tandem reaction of 2-(2-acylphenoxy)acetonitriles or 2-((2-benzoylphenyl)amino)acetonitrile with arylboronic acids for the synthesis of 2-aroyl benzofurans and 2-aroyl indoles. The content of this RSS Feed (c) The Royal Society of Chemistry
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Multi-state amine sensing by electron transfers in a BODIPY probe ()
Org. Biomol. Chem., 2020, 18,431-440 DOI: 10.1039/C9OB02466B, Paper Katherine L. VanDenburgh, Yun Liu, Tumpa Sadhukhan, Christopher R. Benson, Natalie M. Cox, Sundus Erbas-Cakmak, Bo Qiao, Xinfeng Gao, Maren Pink, Krishnan Raghavachari, Amar H. Flood Photoinduced electron transfer sets up the BODIPY probe for multi-state amine sensing by single-electron transfer then collisional quenching. The content of this RSS Feed (c) The Royal Society of Chemistry
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Switching of regioselectivity in base-mediated diastereoselective annulation of 2,3-epoxy tosylates and their N-tosylaziridine analogs with 2-mercaptobenzimidazole ()
Org. Biomol. Chem., 2020, 18,441-449 DOI: 10.1039/C9OB02454A, Paper Arup Jyoti Das, Hemi Borgohain, Bipul Sarma, Sajal Kumar Das Benzimidazole-based tricyclic compounds have been synthesized via base-mediated diastereoselective cyclization of 2,3-epoxy tosylates and their N-tosylaziridine analogs with 2-mercaptobenzimidazole. The content of this RSS Feed (c) The Royal Society of Chemistry
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The contribution of achiral residues in the laspartomycin family of calcium-dependent lipopeptide antibiotics ()
Org. Biomol. Chem., 2020, 18,514-517 DOI: 10.1039/C9OB02534K, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Thomas M. Wood, Kristine Bertheussen, Nathaniel I. Martin The three glycine residues present in the laspartomycin macrocycle demonstrate different tolerances to substitution. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthetic strategies to access staphylococcus auto-inducing peptides as quorum sensing modulators ()
Org. Biomol. Chem., 2020, 18,379-390 DOI: 10.1039/C9OB02038A, Review Article Christopher P. Gordon The accessory gene regulator (agr) quorum-sensing system is arguably the most important regulator of staphylococcus virulence and has been the focus of tremendous interest in the development of effective therapies for pathogenic bacterial infections. The content of this RSS Feed (c) The Royal Society of Chemistry
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Highly selective staining and quantification of intracellular lipid droplets with a compact push–pull fluorophore based on benzothiadiazole ()
Org. Biomol. Chem., 2020, 18,495-499 DOI: 10.1039/C9OB02486G, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. S. Israel Suarez, Caroline C. Warner, Heather Brown-Harding, Andrea M. Thooft, Brett VanVeller, John C. Lukesh A robust lipophilic dye, based on the structures of the benzothiadiazole heterocycle, was shown to be a potent fluorescent stain for the selective imaging of lipid droplets (LDs) within both live and fixed human cells. The content of this RSS Feed (c) The Royal Society of Chemistry
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The phosphorylation mechanism of mevalonate diphosphate decarboxylase: a QM/MM study ()
Org. Biomol. Chem., 2020, 18,518-529 DOI: 10.1039/C9OB02254F, Paper James McClory, Chenggong Hui, Jian Zhang, Meilan Huang Combined MD and QM/MM studies suggested that mevalonate diphosphate decarboxylase requires two magnesium ions for a phosphorylation reaction. The content of this RSS Feed (c) The Royal Society of Chemistry
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Selective synthesis of trisubstituted pyrroles through the reactions of alkynyl Fischer carbene complexes with oxazolones ()
Org. Biomol. Chem., 2020, 18,538-550 DOI: 10.1039/C9OB02411E, Paper Julio López, Iván Velazco-Cabral, Eloy Rodríguez-deLeón, Clarisa Villegas Gómez, Francisco Delgado, Joaquín Tamariz, Ana Arrieta, Fernando P. Cossío, Miguel A. Vázquez The unexpected reactivity of fluorinated oxazolones with alkynyl Fischer carbenes is reported. The loss of the –CF3 and a cascade process involving nucleophilic additions were observed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Bifunctional squaramide catalyzed stereoselective Mannich reaction of α-azido ketones with isatin-derived ketimines ()
Org. Biomol. Chem., 2020, 18,479-487 DOI: 10.1039/C9OB02208B, Paper Seda Karahan, Cihangir Tanyeli Bifunctional squaramide catalyzed asymmetric Mannich reaction of alpha-azido ketones and isatin derived ketiminines were established for the first time with high stereoselectivity. Adducts are valuable synthons for optically active heterocycles. The content of this RSS Feed (c) The Royal Society of Chemistry
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Direct oxidative coupling of N-acyl pyrroles with alkenes by ruthenium(II)-catalyzed regioselective C2-alkenylation ()
Org. Biomol. Chem., 2020, 18,500-513 DOI: 10.1039/C9OB02421B, Paper Weiqiang Chen, Hui-Jing Li, Qin-Ying Li, Yan-Chao Wu The alkenylation reaction of benzoyl pyrroles occurred regioselectively at the C2-position of the pyrrole ring, without touching the benzene ring. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent developments in the chemistry of allenyl sulfones ()
Org. Biomol. Chem., 2020, 18,365-378 DOI: 10.1039/C9OB01912J, Review Article Deepak Yadav, Rajeev S. Menon Allenyl sulfones are versatile building blocks for the construction of various acyclic, carbocyclic and heterocyclic motifs. Recent developments in the preparation and synthetic applications of allenyl sulfones are summarised. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent progress in transition-metal-catalyzed hydrocyanation of nonpolar alkenes and alkynes ()
Org. Biomol. Chem., 2020, 18,391-399 DOI: 10.1039/C9OB02374G, Review Article Hongru Zhang, Xin Su, Kaiwu Dong Hydrocyanation is a powerful method for the preparation of nitriles which are versatile building blocks for the synthesis of amines, acids and amides. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free late-stage C(sp2)–H functionalization of N-aryl amines with various sodium salts ()
Org. Biomol. Chem., 2020, 18,450-464 DOI: 10.1039/C9OB02217A, Paper Chandrashekar Mudithanapelli, Mi-hyun Kim Metal-free consecutive C(sp2)–X (X = Cl, Br, S, N) bond formations of N-aryl amines (cyclic, fused, carbamate, and aminium radicals) were achieved under mild conditions using PIFA and simple nonharmful sodium salts. The content of this RSS Feed (c) The Royal Society of Chemistry
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Stereochemistry, lipid length and branching influences Mincle agonist activity of monoacylglycerides ()
Org. Biomol. Chem., 2020, 18,425-430 DOI: 10.1039/C9OB02302J, Paper Ayesha Khan, Chriselle D. Braganza, Kristel Kodar, Mattie S. M. Timmer, Bridget L. Stocker Structure activity relationship of Monoacylglycerides shows enhanced Mincle agonist activity of ligands with sn-1 stereochemistry and long-lipid chains through IL-8 production in human peripheral blood monocytes. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cucurbit[7]uril as a catalytic nanoreactor for one-pot synthesis in water of isoxazolidines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02352F, Paper Davide Gentile, Giuseppe Floresta, Vincenzo Patamia, Angelo Nicosia, Placido Mineo, Antonio Rescifina The main objective of supramolecular chemistry is to mimic the macrosystems present in nature. A goal that fits perfectly with the green chemistry guidelines. The aim of our work is... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent progress in the total synthesis of marine brominated sesquiterpene aplydactone ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02642H, Review Article Renzhi Chen, Sihan Yang, Yandong Zhang In this review, we summarize five instructive total syntheses of marine brominated sesquiterpene aplydactone developed over the past five years. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible-light-mediated photocatalytic cross-coupling of acetenyl ketones with benzyl trifluoroborate ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02624J, Communication Lingchun Zhang, Yanle Chu, Peizhi Ma, Shujuan Zhao, Qiaoyan Li, Boya Chen, Xuejiao Hong, Jun Sun A visible-light-mediated photocatalytic strategy for the radical–radical cross-coupling of acetenyl ketones with benzyl trifluoroborate has been described. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Solid-phase synthesis of branched oligonucleotides containing a biologically relevant dCyd341 interstrand crosslink DNA lesion ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB01021A, Paper Marisa L. Taverna Porro, Christine Saint-Pierre, Didier Gasparutto, Jean-Luc Ravanat Branched oligonucleotides containing a biologically relevant DNA lesion, involving an interstrand crosslink between a cytosine base on one strand and a ribose moiety on the opposite strand, were prepared in a single automated solid-phase synthesis. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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The synthesis of unnatural α-alkyl- and α-aryl-substituted serine derivatives ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02472G, Paper Aleksandra Narczyk, Sebastian Stecko The synthesis of α-aryl- and α-alkyl-substituted serine derivatives via [3,3]-sigmatropic rearrangement of allyl carbamates as a key step is reported. Allyl carbamates were obtained from the corresponding allyl alcohols. The... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthetic approaches towards avibactam and other diazabicyclooctane β-lactamase inhibitors ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02605C, Review Article Laure Peilleron, Kevin Cariou The synthetic strategies to obtain avibactam and other diazabicyclooctane β-lactamase inhibitors such as ETX2514 are presented. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible-light-promoted radical cross-coupling of para-quinone methides with N-substituted anilines: an efficient approach to 2,2-diarylethylamines ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02600B, Communication Qiao-Lei Wu, Jing Guo, Gong-Bin Huang, Albert S. C. Chan, Jiang Weng, Gui Lu A series of 2,2-diarylethylamines were accessed via visible-light-promoted radical cross-coupling of p-QMs with N-alkyl anilines. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Substituent-controlled chemoselective synthesis of multi-substituted pyridones via a one-pot three-component cascade reaction ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02456E, Paper Shitao Liu, Jisen Li, Junjie Lin, Fujun Liu, Teng Liu, Chao Huang A substituent-controlled chemoselective cycloaddition reaction which afforded a variety of 2-pyridones and 4-pyridones in good to excellent yields, respectively, has been developed. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Sequential multicomponent site-selective synthesis of 4-iodo and 5-iodopyrrole-3-carboxaldehydes by tuning the conditions from a common set of starting materials ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02501D, Paper sachin choudhary, Jyothi Yadav, Mamta Mamta, Amol Prakash Pawar, Satheeshvarma Vanaparthi, Nisar A. Mir, Eldhose Iype, Ratika Sharma, Rajni Kant, Indresh Kumar A simple and straightforward method for synthesis of 4-iodo and 5-iodopyrrole-3-carboxaldehydes is developed from the common-set of starting materials by tuning the reaction conditions. This sequential multicomponent protocol involves I2-mediated... The content of this RSS Feed (c) The Royal Society of Chemistry
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Mechanistic Investigation into Phenol Oxidation by IBX Elucidated by DFT Calculations ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02650A, Paper Amritpal Kaur, Alireza Ariafard Density functional theory (DFT) at the SMD/M06-2X/def2-TZVP//SMD/M06-2X/LANL2DZ(d),6-31G(d) level was used to explore the regioselective double oxidation of phenols by a hypervalent iodine(V) reagent (IBX) to give o-quinones. The oxidative dearomatization... The content of this RSS Feed (c) The Royal Society of Chemistry
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Looking at the big picture in activation strain model/energy decomposition analysis: the case of the ortho–para regioselectivity rule in Diels–Alder reactions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02671A, Paper Nicolás Grimblat, Ariel M. Sarotti The regioselectivity of the DA reaction is predicted by the ortho–para rule which has been explained from FMO theory. Using DFT calculations and ASM/EDA, we found that the results vary depending the position where it is performed. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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C-2 Auxiliaries For Stereoselective Glycosylation Based On Common Additive Functional Groups ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02700A, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Frank F.F.J. de Kleijne, Sam Moons, Paul White, Thomas Boltje The stereoselective introduction of the glycosidic bond is one of the main challenges in chemical oligosaccharide synthesis. Stereoselective glycosylation can be achieved using neighbouring group participation of a C-2 auxiliary... The content of this RSS Feed (c) The Royal Society of Chemistry
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Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-iodobenzamides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02329A, Paper Veerababurao Kavala, Chen-Yu Wang, Cheng-Chuan Wang, Prakash Bhimrao Patil, ChiaChi Fang, Chun-Wei Kuo, Ching-Fa Yao Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-iodobenzamides were achieved in one-pot two-step sequential reaction. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02388G, Review Article Roderick W. Bates, Weiting Ko, Viktor Barát Intramolecular endo-aza-Michael additions are categorised in various ways. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Selective Synthesis of Pyridyl Pyridones and Oxydipyridines by Transition-Metal-Free Hydroxylation and Arylation of 2-Fluoropyridine Derivatives ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02661D, Paper Yibiao Li, Chunshu Liao, Jianrong Li, Chen Xiaoqiong, Jingjun Lu, Qiang Liu, Lu Chen, Yubing Huang An efficient protocol for the construction of various pyridyl pyridone and oxydipyridine derivatives through a hydroxylation and arylation tandem reaction of 2-fluoropyridines is reported. Under simple transition-metal-free conditions, the reaction... The content of this RSS Feed (c) The Royal Society of Chemistry
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1,6-Addition of vinyl p-quinone methides with cyclic sulfamidate imines: Access to 4-hydroxyaryl-2,6-diarylpyridines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02708D, Communication Soumitra Guin, Santosh Kumar Gudimella, Sampak Samanta A simple and powerful one-pot regioselective 1,6-addition elimination-6π-aza-electrocyclization-aromatization reaction of vinyl/dienyl-substituted para-quinone methides with a bunch of cyclic sulfamidate imines as 2C1N synthons promoted by DABCO as a solid organobase... The content of this RSS Feed (c) The Royal Society of Chemistry
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Probing the helical integrity of multivicinal all-syn-fluoro alkanes ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02647A, Paper Nawaf Al-Maharik, David B. Cordes, Alexandra M. Z. Slawin, Michael Bühl, David O'Hagan The synthesis and conformation of an all-syn 2,3,4.7.8,9 hexafluoro alkane is explored by X-ray, NMR and DFT. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and glycosidase inhibition of N-substituted derivatives of 1,4-dideoxy-1,4-imino-D-mannitol (DIM) ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02029B, Paper Lin-Feng Yang, Yuna Shimadate, Atsushi Kato, Yi-Xian Li, Yue-Mei Jia, George W. J. Fleet, Chu-Yi Yu Four series of N-substituted DIMs have been synthesized and assayed against glycosidases to provide continuous and reliable inhibitory spectra. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Rhodium-catalyzed asymmetric hydrogenation of exocyclic α,β-unsaturated carbonyl compounds ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02536G, Communication Jiaxin Yang, Xiuxiu Li, Cai You, Shuailong Li, Yu-Qing Guan, Hui Lv, Xumu Zhang A general and efficient approach for the synthesis of α-chiral cyclic lactones, lactams and ketones has been developed via Rh-catalyzed asymmetric hydrogenation. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Photo-induced glycosylation using a diaryldisulfide as an organo-Lewis photoacid catalyst ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02674F, Communication Naoto Iibuchi, Takahiro Eto, Manabu Aoyagi, Reiji Kurinami, Hayato Sakai, Taku Hasobe, Daisuke Takahashi, Kazunobu Toshima Photo-induced glycosylations of several acceptors with trichloroacetimidate donors using bis(2-naphthyl)disulfide as an organo-Lewis photoacid (LPA) catalyst proceeded effectively to give the corresponding glycosides in good to high yields. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02676B, Paper Ketan Wadekar, Suraj Aswale, Veera Reddy Yatham Cerium photocatalytic dehydrogenative lactonization of 2-arylbenzoic acids yields synthetically useful benzo-3,4-coumarin derivatives in gram scale under mild reaction conditions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Additive-free coupling of bromoalkynes with secondary phosphine oxides to generate alkynylphosphine oxides in acetic anhydride ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02750E, Communication Hongjie Ruan, Ling-Guo Meng, Hailong Xu, Yuqing Liang, Lei Wang A coupling of bromoalkynes with secondary phosphine oxides was developed for the synthesis of alkynylphosphine oxides. This transformation was accomplished under additive-free conditions in acetic anhydride (Ac2O). The reaction could... The content of this RSS Feed (c) The Royal Society of Chemistry
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Chemical transformations of quaternary ammonium salts via C-N bond cleavage ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02667C, Review Article Zhong-Xia Wang, Bo Yang Quaternary ammonium salts are readily prepared and show good reactivity in various organic transformations via C−N bond cleavage. In this review we summerize reactions of aryl, benzyl, allylic and propargyl... The content of this RSS Feed (c) The Royal Society of Chemistry
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Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02688F, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Juan V. Alegre-Requena, Alberto Valero-Tena, Isaac G. Sonsona, Santiago Uriel, Raquel P. Herrera A novel iodoalkyne-based organocatalyst is used to activate carbonyl compounds in the formation of bisindolylmethane derivatives and in the preparation of 3-(1H-indol-3-yl)-1-phenylbutan-1-one for the first time. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Catalytic strategies towards 1,3-polyols synthesis by enantioselective cascades creating multiple alcohol functions ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02675D, Review Article Céline Sperandio, Jean Rodriguez, Adrien Quintard This review highlights the different strategies ensuring enantioselective catalyst-controlled cascades, for the rapid preparation of 1,3-polyols or 1,3-polyols precursors. These cascades enable the selective assembly of multiple substrates considerably limiting... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of 2-arylamino-3-cyanoquinolines via a cascade reaction through a nitrilium intermediate ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02427A, Paper Mani Ramanathan, Jing Wan, Yi-Hung Liu, Shie-Ming Peng, Shiuh-Tzung Liu A one-pot synthesis of 2-arylamino-3-cyanoquinolines was achieved by a cascade reaction of aryldiazonium tetrafluoroborate, 2-aminoarylketones and malononitrile. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Coumarin-3-formylpyrazoles as 3-carbon synthons in cyclocondensation for the synthesis of spiro-fused pentacyclic spirooxindoles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02434D, Communication Chuan-Wen Lei, Chuan-Bao Zhang, Zhen-Hua Wang, Ke-Xin Xie, Jian-Qiang Zhao, Ming-Qiang Zhou, Xiao-Mei Zhang, Xiao-Ying Xu, Wei-Cheng Yuan A range of spiro-fused pentacyclic spirooxindoles were smoothly obtained by using coumarin-3-formylpyrazoles as 3-carbon synthons via a tandem esterification/intramolecular Michael addition process. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Stereoselective synthesis of amino-substituted cyclopentafullerenes promoted by magnesium perchlorate/ferric perchlorate ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02248A, Paper Wan Ma, Kun Wang, Cheng Huang, Hui-Juan Wang, Fa-Bao Li, Rui Sun, Li Liu, Chao-Yang Liu, Abdullah M. Asiri A reaction of [60]fullerene with cinnamaldehydes and amines promoted by magnesium perchlorate/ferric perchlorate stereoselectively afforded a series of novel amino-substituted cyclopentafullerenes. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chimeric γPNA-Invader probes: Using intercalator-functionalized oligonucleotides to enhance the DNA-targeting properties of γPNA ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02726B, Paper Raymond Emehiser, Patrick J. Hrdlicka Gamma peptide nucleic acids (γPNAs), i.e., single-stranded PNA strands that are modified at the γ-position with (R)-diethylene glycol, and Invader probes, i.e., DNA duplexes with +1 interstrand zipper arrangements of... The content of this RSS Feed (c) The Royal Society of Chemistry
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Brønsted acid/visible-light-promoted Markovnikov hydroamination of vinylarenes with arylamines ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02457C, Paper Jiao Gui, Haisheng Xie, Fengjuan Chen, Zhipeng Liu, Xiaoqi Zhang, Fubin Jiang, Wei Zeng A Brønsted acid/visible-light-promoted Markovnikov hydroamination of arylalkenes with arylamines in the presence of TPT and CF3CO2H has been developed. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Facile synthesis of 2-alkynyl oxazoles via a Ce(OTf)3-catalyzed cascade reaction of alkynyl carboxylic acids with tert-butyl isocyanide ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02337B, Communication Ming Cao, Qing-Hu Teng, Zhi-Wei Xi, Li-Qiu Liu, Ren-Yong Gu, Ying-Chun Wang We developed an efficient and novel protocol to synthesize 2-alkynyloxazoles from tert-butyl isocyanide and alkynyl carboxylic acids, and these diversely functionalized oxazoles showed a certain degree of biological activity. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Stereodivergent routes in organic synthesis: carbohydrates, amino acids, alkaloids and terpenes ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02419K, Review Article Carmen Nájera, Francisco Foubelo, José M. Sansano, Miguel Yus The natural occurrence of enantiomers and diastereomers is often encountered. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Hypervalent iodine promoted ortho diversification: 2-aryl benzimidazole, quinazoline and imidazopyridine as directing templates ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02533B, Paper Moumita Saha, Asish R. Das (Diacetoxyiodo)benzene (PIDA) promoted Pd-catalyzed efficient ortho C(sp2)–H acetoxylation, arylation, iodination and nitration are achieved using (NH)-free 2-substituted benzimidazole, quinazoline and imidazopyridine as chelating substrates. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Glucose-based spiro-oxathiazoles as in vivo anti-hyperglycemic agents through glycogen phosphorylase inhibition ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB01190K, Paper David Goyard, Bálint Kónya, Katalin Czifrák, Paolo Larini, Fanny Demontrond, Jérémy Leroy, Sophie Balzarin, Michel Tournier, Didier Tousch, Pierre Petit, Cédric Duret, Patrick Maurel, Tibor Docsa, Pál Gergely, László Somsák, Jean-Pierre Praly, Jacqueline Azay-Milhau, Sébastien Vidal Spiro-glyco-heterocycles were prepared on a gram scale from a thiolactone obtained by thermolysis of a thiosulfinate. Lowering of glycaemia in diabetic rat models is pointing toward potential new treatment of type 2 diabetes. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Thiophene-linked tetramethylbodipy-labeled nucleotide for viscosity-sensitive oligonucleotide probes of hybridization and protein–DNA interactions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02634G, Paper Pedro Güixens-Gallardo, Jana Humpolickova, Sebastian Paul Miclea, Radek Pohl, Tomáš Kraus, Piotr Jurkiewicz, Martin Hof, Michal Hocek New thiophene-bodipy-labeled nucleotide was synthesized and used in polymerase synthesis of DNA probes sensitive to hybridization or protein–DNA interactions in vitro. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02565K, Communication Yiting Li, Song Sun, Jiang Cheng, Jin-Tao Yu A radical-initiated alkylarylation of unactivated alkenes with ethers to form ether-substituted dihydroisoquinolinones and indolines was achieved. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Staphylococcus aureus capsular polysaccharides: a structural and synthetic perspective ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02546D, Review Article Satsawat Visansirikul, Stephen A. Kolodziej, Alexei V. Demchenko This review surveys known structures of staphylococcal polysaccharides and summarizes all synthetic efforts to obtain these sequences. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Silver/palladium relay catalyzed 1,3-dipole annulation/allylation reactions to access fully substituted allyl imidazolidines ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02633A, Communication Ruiping Han, Yue Ding, Xueke Jin, Er-Qing Li A silver/palladium relay catalyzed 1,3-dipole annulation/allylation reaction of iminoesters and Baylis–Hillman acetates that delivers fully substituted allyl imidazolidines, has been reported. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Dimers formed with the mixed-type G-quadruplex binder pyridostatin specifically recognize human telomere G-quadruplex dimers ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02470K, Paper Tian-Zhu Ma, Meng-Jia Zhang, Ting-Cong Liao, Jun-Hui Li, Min Zou, Zhou-Mo Wang, Chun-Qiong Zhou By adjusting the length of the polyether linkers, pyridostatin (PDS) dimers displayed higher binding selectivities and thermal stabilization towards human telomere antiparallel and mixed-type G-quadruplex dimers (G2T1). To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Photeroids A and B, unique phenol–sesquiterpene meroterpenoids from the deep-sea-derived fungus Phomopsis tersa ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02625H, Communication Shanchong Chen, Zhaoming Liu, Haibo Tan, Yuchan Chen, Shuang Zhu, Hongxin Liu, Weimin Zhang Photeroids A (1) and B (2), two structurally fascinating meroterpenoids, were isolated from the deep-sea-derived fungus Phomopsis tersa FS441. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cationic iron porphyrins with sodium dodecyl sulphate for micellar catalysis of cyclopropanation reactions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02223F, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Ruben V. Maaskant, Ehider A. Polanco, Roos C. W. van Lier, Gerard Roelfes Here, we report that the combination of cationic iron porphyrins with sodium dodecyl sulphate (SDS) gives rise to efficient micellar catalysis of cyclopropanation reactions of styrene derivatives, using diazoacetates as carbene precursors. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Fluorinated alcohol mediated N,N′-dialkylation of amino acid derivatives via cascade [1,5]-hydride transfer/cyclization for concise synthesis of tetrahydroquinazoline ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02498K, Paper Hongjin Shi, Lubin Xu, Didi Ren, Liang Wang, Weisi Guo, Shuai-Shuai Li Structurally diverse amino acids and their ester derivatives were conveniently N,N′-dialkylated via TFE promoted cascade condensation/[1,5]-hydride transfer/cyclization for straightforward construction of tetrahydroquinazolines incorporating various amino acids. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Access to 1,3-oxazine-2,4-diones/1,3-thiazine-2,4-diones via organocatalytic CO2/COS incorporation into allenamides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02398D, Paper Hui Zhou, Rui Wang, Hui Zhang, Wei Chen, Xiao-Bing Lu Lewis base-CO2/COS adducts were firstly studied as organocatalysts for [4 + 2] annulation of CO2/COS with allenamides to selectively synthesize 1,3-oxazine-2,4-diones/1,3-thiazine-2,4-diones. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent trends in catalytic sp3 C–H functionalization of heterocycles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB01559K, Review Article Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Milanpreet Kaur, Jeffrey F. Van Humbeck In this mini-review, we attempt to highlight gaps in existing techniques for sp3 C–H activation adjacent to heterocycles. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Self-assembly of amphiphilic aryl-squaramides in water driven by dipolar π–π interactions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02085C, Paper Sergi Bujosa, Eduardo Castellanos, Antonio Frontera, Carmen Rotger, Antonio Costa, Bartolome Soberats Amphiphilic aryl-squaramides self-assemble via unprecedented dipolar π–π interactions forming well-defined supramolecular aggregates and self-consistent hydrogels in water To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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L. pneumophila CMP-5,7-di-N-acetyllegionaminic acid synthetase (LpCLS)-involved chemoenzymatic synthesis of sialosides and analogues ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02476J, Paper John B. McArthur, Abhishek Santra, Wanqing Li, Anoopjit S. Kooner, Ziqi Liu, Hai Yu, Xi Chen A bacterial CMP-5,7-di-N-acetyllegionaminic acid synthetase was characterized and used in one-pot multienzyme systems for efficient synthesis of Leg5,7Ac2-glycosides and analogs. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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An effective reagent to functionalize alcohols with phosphocholine ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02582K, Paper Lianyan L. Xu, Lawrence J. Berg, D. Jamin Keith, Steven D. Townsend A one-pot, three-step sequence has been developed to synthesize phosphocholine derivatives. The method has been applied to the synthesis of several biologics such as the anti-parasitic drug miltefosine. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iron-catalyzed regioselective alkylation of 1,4-quinones and coumarins with functionalized alkyl bromides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02289A, Paper Dengke Li, Xianfu Shen A simple and efficient Fe-catalyzed regioselective alkylation of 1,4-quinones and coumarins, using functionalized alkyl bromides as alkylating reagents, has been developed. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Mechanistic and structural studies into the biosynthesis of the bacterial sugar pseudaminic acid (Pse5Ac7Ac) ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02433F, Review Article Harriet S. Chidwick, Martin A. Fascione The nonulosonic acid sugar pseudaminic acid, Pse5Ac7Ac, is present on the surface of a number of human pathogens, herein we review the mechanistic and structural characterisation of the enzymes responsible for its biosynthesis in bacteria. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Palladium catalyzed synthesis of benzannulated steroid spiroketals ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02255D, Paper Martha C. Mayorquín-Torres, Juan Carlos González-Orozco, Marcos Flores-Álamo, Ignacio Camacho-Arroyo, Martín A. Iglesias-Arteaga Nine cytotoxic [5/7] and [6/6] benzannulated steroid spiroketals were synthesized by palladium catalyzed spiroketalization of 5α and 5β-alkynediols derived from testosterone, diosgenin and cholesterol. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iodine(III) promoted ring-rearrangement reaction of 1-arylamino-2-oxocyclopentane-1-carbonitriles to synthesize N-aryl-δ-valerolactams ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02598G, Paper Dhananjay Bhattacherjee, Shaifali, Ajay Kumar, Ajay Sharma, Rituraj Purohit, Pralay Das Environmentally benign hypervalent iodine(III) has been utilised selectively for carbocyclic to heterocyclic ring transformation under various electronic conditions with detailed structural and mechanistic investigation. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Room temperature iron(II)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02424G, Paper Shichao Yang, Hongji Li, Pinhua Li, Jingya Yang, Lei Wang An iron(II)-catalyzed radical cyclization of oximes with hypervalent iodine reagents was developed, which enabled the construction of the isoxazoline backbone. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cucurbit[7]uril-driven modulation of ligand–DNA interactions by ternary assembly ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02543J, Paper Ekaterina Y. Chernikova, Anna Y. Ruleva, Vladimir B. Tsvetkov, Yuri V. Fedorov, Valentin V. Novikov, Tseimur M. Aliyeu, Alexander A. Pavlov, Nikolay E. Shepel, Olga A. Fedorova Cucurbit[7]uril induces a change in the ligand–DNA binding mode and destroys dye aggregates templated by DNA through the formation of a ternary complex. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Red fluorescent pyrazoline-BODIPY nanoparticles for ultrafast and long-term bioimaging ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02373A, Paper Yuandong Zhang, Xiaohua Zheng, Liping Zhang, Zhiyu Yang, Li Chen, Lei Wang, Shi Liu, Zhigang Xie A kind of self-assembled pyrazoline-BODIPY with red aggregation-induced emission characteristics has been fabricated for ultrafast and long-term bioimaging. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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The role of phosphopeptides in the mineralisation of silica ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02438G, Paper Fabian Daus, Erik Pfeifer, Kevin Seipp, Norbert Hampp, Armin Geyer We describe the synthesis of hyperphosphorylated peptides and the investigation of their in vitro silicification activity in combination with long-chain polyamines (LCPA) at high dilution and mildly acidic conditions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent applications of chiral phosphoric acids in palladium catalysis ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02205H, Review Article Van T. Tran, Sri Krishna Nimmagadda, Mingyu Liu, Keary M. Engle A variety of catalytic asymmetric reactions have been realized during the past decade through the combined action of palladium and chiral phosphoric acids (CPAs). This review surveys key examples and examines the underlying mechanisms of stereoinduction. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Complexation of 5-aminovaleric acid zwitterions in aqueous/methanol solution by heterotopic tri-cationic receptors ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02234A, Paper Wojciech Walczak, Maciej Zakrzewski, Grzegorz Cichowicz, Piotr Piątek Heterotopic tri-cationic receptor based on 4,10,16-triaza-18-crown-6 is capable of efficient and selective binding of the zwitterionic form of 5-aminovaleric acid (5-AVA) in aqueous/methanol solution. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Total synthesis of exigurin: the Ugi reaction in a hypothetical biosynthesis of natural products ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02249J, Paper Seijiro Hosokawa, Keisuke Nakanishi, Yutaro Udagawa, Mitsutoshi Maeda, Seiya Sato, Keiji Nakano, Toshiya Masuda, Yoshiyasu Ichikawa Bioinspired U-5C-4CR employing (−)-10-epi-axisonitrile-3, formaldehyde and sarcosine in methanol showed remarkable efficiency to assemble multicomponents in a one-pot process, leading to the first total synthesis of exigurin. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Concise synthesis of sulfoquinovose and sulfoquinovosyl diacylglycerides, and development of a fluorogenic substrate for sulfoquinovosidases ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02540E, Paper Yunyang Zhang, Janice W.-Y. Mui, Thimali Arumaperuma, James P. Lingford, Ethan D. Goddard-Borger, Jonathan M. White, Spencer J. Williams A new and efficient synthesis of sulfoquinovose [including (13C6)-SQ] and of saturated and unsaturated sulfoquinovosyl diacylglycerol derivatives, and development of a fluorogenic glycoside useful for kinetic investigations on sulfoquinovosidases. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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FeCl3 mediated dimerization of dihydropyrrolo[2,1-a]isoquinolines and chlorination of tetrasubstituted pyrroles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02607J, Paper Xue-Fei Jiang, Hao Tan, Hai-Lei Cui We have developed a mild FeCl3-mediated dimerization of dihydropyrrolo[2,1-a]isoquinolines through oxidative homocoupling (35–>99% yield) and chlorination of tetrasubstituted pyrroles (18–70% yield). To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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K2S2O8-HFIP synergistically promoted para-selective sp3 C–H bond diarylation of glycine esters ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02489A, Paper Qingfeng Xu, Bang Li, Yujie Ma, Fei Sun, Yanan Gao, Na Ye A metal-free K2S2O8-HFIP synergistically promoted Friedel–Crafts dialkylation between a glycine derivative and N-substituted aniline was developed to efficiently synthesize diarylmethane derivatives. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Stereoselective Michael additions on α-aminoacrylates as the key step to an L-Oic analogue bearing a quaternary stereocenter ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02084E, Paper Federico Maria Cecchinelli, Giuseppe Celentano, Alessandra Puglisi, Nicoletta Gaggero A highly stereoselective synthesis of an L-Oic-analogue bearing a tetrasubstituted sterocenter is reported. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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