Organic & Biomolecular Chemistry

Rhodol-based Thallium Sensors for Cellular Imaging of Potassium Channel Activity ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01098F, Communication Brendan F Dutter, Anna Ender, Gary A Sulikowski, C David Weaver Thallium (Tl+) flux assays enable imaging of potassium (K+) channel activity in cells and tissues by exploiting the permeability of K+ channels to Tl+ coupled with a fluorescent Tl+ sensitive... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Correction: A facile and high-yield formation of dipyrrin-boronic acid dyads and triads: a light-harvesting system in the visible region based on the efficient energy transfer ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB90102C, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Masaki Yamamura, Shinya Yazaki, Motofumi Seki, Yasunori Matsui, Hiroshi Ikeda, Tatsuya Nabeshima 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
>> Read More

Influence of amino acid sequence in a peptidic Cu+-responsive luminescent probe inspired by the copper chaperone CusF ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01044G, Paper A. Roux, M. Isaac, V. Chabert, S. A. Denisov, N. D. McClenaghan, O. Sénèque Amino acid sequence influences the luminescence behavior of a family of bio-inspired Cu+-responsive probes. 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
>> Read More

Chemoenzymatic Macrocycle Synthesis Using Resorcylic Acid Lactone Thioesterase Domains ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01512K, Paper Graham Heberlig, Jesse T. C. Brown, Ryan Simard, Monica Wirz, Wei Zhang, Meng Wang, Leah I Susser, Mark E Horsman, Christopher Noyce Boddy A key missing tool in the chemist’s toolbox is an effective biocatalyst for macrocyclization. Macrocycles limit the conformational flexibility of small molecules, often improving their ability to bind selectively and... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Straightforward Synthesis of Quinolines from Enones and 2-Aminobenzyl Alcohols Using an Iridium-Catalyzed Transfer Hydrogenative Strategy ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01321G, Paper Biao Xiong, Yingying Wang, Yuan Liu, Yandan Bao, Zhaoguo Liu, Yanan Zhang, Yong Ling A new protocol for the direct synthesis of quinolines from enones and 2-aminobenzyl alcohols via iridium-catalyzed transfer hydrogenative reactions has been demonstrated. This method employs easily available [IrCp*Cl2]2/t-BuOK as the... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Investigations into the biosynthesis of the antifungal strobilurins ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00608C, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Zafar Iqbal, Li-Chen Han, Anna M. Soares-Sello, Risa Nofiani, Gerald Thormann, Axel Zeeck, Russell J. Cox, Christine L. Willis, Thomas J. Simpson Prestrobilurin A, formed via benzoate and cinnamate, has been identified as the first enzyme free intermediate in strobilurin biosynthesis. 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
>> Read More

Synthesis of 3‑Cyanomethylated Coumarins by a Visible-Light-Mediated Direct Cyanomethylation of Aryl Alkynoates ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01513A, Paper Xin Li, Wei Zhang, Yang Chen, Yu-liang Pan, Jin-Pei Cheng A visible-light-promoted, mild, and direct cyanomethylation of aryl alkynoates has been developed. This method provides a new strategy toward synthesis of 3-cyanomethylated coumarins via a domino radical addition/5-exo cyclization/ ester... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Transition-metal-free synthesis of polysubstituted pyrrole derivatives via cyclization of methyl isocyanoacetate with aurone analogues ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01558A, Communication Zhi-Peng Wang, Yun He, Pan-Lin Shao A transition-metal-free, operationally simple and atom-economic protocol that converts isocyanoacetates and aurones to 2,3,4-trisubstituted pyrroles catalyzed by NaOH was 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
>> Read More

Diisopropylethylamine-triggered, highly efficient, self-catalyzed regioselective acylation of carbohydrates and diols ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01464G, Paper Bo Ren, Lu Gan, Li Zhang, Ningning Yan, Hai Dong A diisopropylethylamine (DIPEA)-triggered, self-catalyzed, regioselective acylation of carbohydrates and diols is 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
>> Read More

The radical acylarylation of N-arylacrylamides with aliphatic aldehydes using the photolysis of hypervalent iodine(III) reagents ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01420E, Communication Ryu Sakamoto, Naomichi Hirama, Keiji Maruoka Aradical acylarylation of N-arylacrylamides with aliphatic aldehydes using a combination of hypervalent iodine(III) reagents and UV light 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
>> Read More

Thermoresponsive luminescence properties of polyfluorinated bistolane-type light-emitting liquid crystals ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01497C, Paper Shigeyuki Yamada, Masato Morita, Tomohiro Agou, Toshio Kubota, Takahiro Ichikawa, Tsutomu Konno Thermoresponsive luminescent materials based on polyfluorinated bistolanes were developed and were found to show reversible PL switching by applying a thermal stimulus. 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
>> Read More

Application of a bodipy–C70 dyad in triplet–triplet annihilation upconversion of perylene as a metal-free photosensitizer ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01410H, Paper Yaxiong Wei, Min Zheng, Qiaohui Zhou, Xiaoguo Zhou, Shilin Liu A bodipy–C70 dyad was synthesized and applied in triplet–triplet annihilation upconversion of perylene as a novel metal-free organic photosensitizer. 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
>> Read More

Regulating glutathione-responsiveness of naphthalimide-based fluorescent probes by an oxidation strategy ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01258J, Paper Guotao Liu, Weijie Chen, Zhiqiang Xu, Fengying Ye, Yingle Pan, Xiaoqiang Chen, Sheng Hua Liu, Lintao Zeng, Jun Yin Naphthalimide-based probes with the different oxidation state of sulphur atom can be utilized to regulate the responsiveness of probes towards glutathione. 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
>> Read More

Pd(II)-Catalyzed aerobic 1,2-difunctionalization of conjugated dienes: efficient synthesis of morpholines and 2-morpholones ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01291A, Paper Ke Wen, Zhengxing Wu, Buyun Chen, Jianzhong Chen, Wanbin Zhang An efficient Pd(II)-catalyzed aerobic intermolecular 1,2-difunctionalization of conjugated dienes was developed for the synthesis of functionalized morpholines and 2-morpholones. 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
>> Read More

Enantioselective total synthesis and biological evaluation of (−)-solanacol ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01287C, Paper L. J. Bromhead, A. R. Norman, K. C. Snowden, B. J. Janssen, C. S. P. McErlean An enantioselective synthesis of the phenyl ring-containing strioglactone, (−)-solanocol, is 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
>> Read More

Multichromophore arrays of dibenzotetraaza[14]annulene: a promising platform for bioorganic chemistry ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01078A, Paper Krzysztof M. Zwoliński, Julita Eilmes The first series of discrete multichromophore DBTAA arrays have been synthesized from the parent macrocycle and its asymmetrical relatives in 40–46% isolated 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
>> Read More

Highly efficient synthesis of benzodioxins with a 2-site quaternary carbon structure by secondary amine-catalyzed dual Michael cascade reactions ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01029C, Paper Xuefeng He, Yongsu Li, Meng Wang, Hui-Xuan Chen, Bin Chen, Hao Liang, Yaqi Zhang, Jiyan Pang, Liqin Qiu Employing salicylic acids and substituted 3-butyn-2-ones as the substrates, a morpholine catalyzed tandem dual Michael addition afforded a benzodioxin skeleton. 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
>> Read More

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01095A, Communication Zhengjiang Fu, Ligao Jiang, Qianming Zuo, Zhaojie Li, Yanzhu Liu, Zhenhong Wei, Hu Cai Practical Ag/Cu-catalyzed decarboxylative halogenation between low-cost aryl carboxylic acids and NaX (X = I, Br, Cl) has been well established. 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
>> Read More

Stereoselective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01502C, Communication Qingwen Gui, Kang Han, Zhuoliang Liu, Zhaohong Su, Xiaoli He, hongmei jiang, Bufan Tian, Yangyan Li An efficient and highly stereoselective protocol for the synthesis of vinyl sulfones is described. This simple protocol demonstrates the first synthesis of vinyl sulfones via a silver-catalyzed C-S bond coupling... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Electrophilic carbocyclization reactions of 2-(2-alkynylphenyl)amino-1,4-naphthoquinones ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01170B, Paper Chang-You Sie, Che-Ping Chuang Electrophilic carbocylization reactions for the synthesis of 5H-benzo[b]naphtho [2,3-f]azepine-6,11-diones are 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
>> Read More

Guanidine Functionalized Anthranilamides as Effective Antibacterials with Biofilm Disruption Activity ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01699B, Paper Rajesh Kuppusamy, Muhammad Yasir, Eugene Yee, Mark D.P. Willcox, David StClair Black, Naresh Kumar We describe a library of amphiphilic anthranilamide compounds as antimicrobial peptide (AMP) mimics. These contain a hydrophobic naphthoyl side chain and different hydrophilic cationic groups such as amino, quaternary ammonium... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Heteroaryl-linked norbornadiene dimers with redshifted absorptions ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01470A, Paper Mads Mansø, Behabitu Ergette Tebikachew, Kasper Moth-Poulsen, Mogens Brøndsted Nielsen Development of Molecular Solar Thermal (MOST) systems for harvesting and storage of solar energy is based on molecular photoswitches that undergo photoisomerizations to metastable isomers. One challenge is to achieve... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Peripheral cyclic β-amino acids balance the stability and edge-protection of β-sandwiches ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01322E, Paper Gábor Olajos, Anasztázia Hetényi, Edit Wéber, Titanilla Szögi, Lívia Fülöp, Tamás A. Martinek cis-2-Aminocyclohexanecarboxylic acid replacements at the edges of β-sandwiches reduce β-sheet propensities just enough to prevent aggregation but still maintain a compact structure. 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
>> Read More

Asymmetric iodine catalysis-mediated enantioselective oxidative transformations ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01378K, Review Article Aurélie Claraz, Géraldine Masson The implementation of chiral iodine catalysis has tremendously been developed in the field of asymmetric synthesis over the past decade. 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
>> Read More

A theoretical study on NHC-catalysed enantioselective cycloaddition of ketenes and 3-aroylcoumarins: mechanism and enantioselectivity ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01035H, Paper Ramón J. Zaragozá, María J. Aurell, Miguel A. González-Cardenete A DFT study of the NHC-catalysed 1 reaction of ketenes 2 with 3-aroylcoumarins 3 yielding dihydrocoumarin-fused dihydropyranones 4 is 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
>> Read More

An organocatalytic asymmetric Mannich reaction for the synthesis of 3,3-disubstituted-3,4-dihydro-2-quinolones ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01399C, Communication Soumendranath Mukhopadhyay, Subhas Chandra Pan An organocatalytic asymmetric Mannich reaction between 3-cyano-3,4-dihydroquinolones and amidosulfones has been developed to construct biologically important 3,3-disubstituted 3,4-dihydroquinolones. 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
>> Read More

Diastereoselective synthesis and profiling of bicyclic imidazolidinone derivatives bearing a difluoromethylated catechol unit as potent phosphodiesterase 4 inhibitors ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01039K, Paper Valentin S. Dorokhov, Ivan S. Golovanov, Vladimir A. Tartakovsky, Alexey Yu. Sukhorukov, Sema L. Ioffe Metal-mediated C–H functionalization of cyclic N-oxides was exploited to access new highly potent analogs of the phosphodiesterase 4 inhibitor Ro-20-1724. 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
>> Read More

Base controlled diverse reactivity of allyl cyanide for synthesis of multi-substituted benzenes ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01270A, Paper Pratik Yadav, Ranjay Shaw, Amr Elagamy, Abhinav Kumar, Ramendra Pratap A base controlled regioselective 1,6-cyanoallylation of suitably functionalized 2H-pyran-2-ones has been demonstrated for the synthesis of various multi-substituted benzenes through a tandem 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
>> Read More

A catalytic asymmetric interrupted Nazarov-type cyclization of 2-indolylmethanols with cyclic enaminones ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01427B, Paper Jia-Le Wu, Cong-Shuai Wang, Jin-Rong Wang, Guang-Jian Mei, Feng Shi A chiral phosphoric acid-catalyzed asymmetric interrupted Nazarov-type cyclization of C3-alkenyl-substituted 2-indolylmethanols has been established by using cyclic enaminones as nucleophiles. 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
>> Read More

Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01369A, Paper A. Thiel, D. F. Sauer, M. A. S. Mertens, T. Polen, H.-H. Chen, U. Schwaneberg, J. Okuda An (η5-cyclopentadienyl)cobalt(I) complex was covalently incorporated in an engineered variant of the β-barrel protein FhuA. The new biohydrid catalyst cyclotrimerized phenylacetylene to give regioisomeric triphenylbenzenes. 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
>> Read More

Divergent biosynthesis of indole alkaloids FR900452 and spiro-maremycins ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01181H, Paper Yingyi Duan, Yanyan Liu, Tao Huang, Yi Zou, Tingting Huang, Kaifeng Hu, Zixin Deng, Shuangjun Lin FR900452 was demonstrated to be biosynthesized by the gene cluster of maremycin G and diversified by SnoaL-like protein MarP. 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
>> Read More

TMB-based dual-modal sensing probes of detecting multi-targets ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01364K, Paper Jiang-Shan Shen, Li Huang, Ying-Juan Cao, Xiangying Sun, Bin Liu Extending the research of 3,3',5,5'-tetramethylbenzidine (TMB) and its derivatives in analytical chemistry is important, considering that TMB is widely used as the enzyme catalytic substrate. In this work, two TMB... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Synthesis of α-oxygenated β,γ-unsaturated ketones by a catalytic rearrangement strategy ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01559G, Paper Luisa Lempenauer, Aline Soupart, Elisabet Duñach, Gilles Lemière A straightforward two-step entry to α-oxgenated β,γ-unsaturated ketones from readily available α,β-unsaturated ketones is disclosed. 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
>> Read More

Cobalt(II)-catalyzed regioselective C–H halogenation of anilides ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01448E, Paper Ze-lin Li, Kang-kang Sun, Chun Cai A cobalt-catalyzed regioselective C–H halogenation methodology is reported herein. 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
>> Read More

Iron promoted C3–H nitration of 2H-indazole: direct access to 3-nitro-2H-indazoles ()
Org. Biomol. Chem., 2018, 16,5113-5118 DOI: 10.1039/C8OB00931G, Communication Arumugavel Murugan, Koteswar Rao Gorantla, Bhabani S. Mallik, Duddu S. Sharada An efficient C3–H functionalization of indazole has been demonstrated. Notably, this method involves chelation-free radical C–H nitration on 2H-indazole. The radical mechanism was confirmed by control experiments and quantum chemical calculations. The synthetic utility has been proven by the synthesis of bio-relevant benzimidazoindazoles via reductive cyclization. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Two bifunctional desferrioxamine chelators for bioorthogonal labeling of biovectors with zirconium-89 ()
Org. Biomol. Chem., 2018, 16,5102-5106 DOI: 10.1039/C8OB01434E, Communication F. Gao, C. Ieritano, K.-T. Chen, G. M. Dias, J. Rousseau, F. Bénard, Y. Seimbille We report two bifunctional chelators, DFO-Cys and DFO-CBT, to label biovectors with zirconium-89 according to the 2-cyanobenzothiazole/1,2-aminothiol cycloaddition. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes ()
Org. Biomol. Chem., 2018, 16,5086-5089 DOI: 10.1039/C8OB01064A, Communication Tuong A. To, Yen H. Vo, Anh T. Nguyen, Anh N. Q. Phan, Thanh Truong, Nam T. S. Phan A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

1,8-Diamidocarbazoles: an easily tuneable family of fluorescent anion sensors and transporters ()
Org. Biomol. Chem., 2018, 16,5188-5196 DOI: 10.1039/C8OB01031E, Paper Krzysztof M. Bąk, Krzysztof Chabuda, Helena Montes, Roberto Quesada, Michał J. Chmielewski Simple and easy to make diamidocarbazoles have been shown to be highly active anion transporters and sensitive turn-ON fluorescent sensors for H2PO4− and AcO−. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

An efficient iodine pentoxide-triggered iodocarbocyclization for the synthesis of iodooxindoles in water ()
Org. Biomol. Chem., 2018, 16,5197-5202 DOI: 10.1039/C8OB01130C, Paper Ming-Zhong Zhang, Xin Wang, Ming-Ying Gong, Lin Chen, Wen-Bing Shi, Shu-Hua He, Yong Jiang, Tieqiao Chen highly efficient iodine pentoxide-triggered iodocarbocyclization for the synthesis of iodooxindoles has been established. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Palladium catalyzed stereocontrolled synthesis of C-aryl glycosides using glycals and arenediazonium salts at room temperature ()
Org. Biomol. Chem., 2018, 16,5107-5112 DOI: 10.1039/C8OB01393D, Communication Adesh Kumar Singh, Jeyakumar Kandasamy A wide range of glycals underwent C-arylation with aryldiazonium tetrafluoroborates and provided synthetically useful 2,3-deoxy 3-keto α-aryl-C-glycosides in good to excellent yields. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Inhibition of the prototropic tautomerism in chrysazine by p-sulfonatocalixarene hosts ()
Org. Biomol. Chem., 2018, 16,5178-5187 DOI: 10.1039/C8OB00978C, Paper Poojan Milan Gharat, Dilip Kumar Maity, Haridas Pal, Sharmistha Dutta Choudhury This study reveals the unusual inhibition of excited-state prototropic tautomerism of Chrysazine by p-sulfonatocalix[4,6]arene hosts. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Carbenium ion formation by fragmentation of electrochemically generated oxonium ions ()
Org. Biomol. Chem., 2018, 16,5094-5096 DOI: 10.1039/C8OB01339J, Communication Anna Lielpetere, Aigars Jirgensons Fragmentation of electrochemically generated oxonium ions can be exploited to form carbenium ions at a low oxidation potential in the presence of a nucleophile such as allylsilane. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Lasso peptides: chemical approaches and structural elucidation ()
Org. Biomol. Chem., 2018, 16,5065-5080 DOI: 10.1039/C8OB01304G, Review Article Helena Martin-Gómez, Judit Tulla-Puche The diverse functionality and the extraordinary stability of lasso peptides make these molecules attractive scaffolds for drug discovery. The ability to generate lasso peptides chemically remains a challenging endeavor. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Protein–protein interactions of human glyoxalase II: findings of a reliable docking protocol ()
Org. Biomol. Chem., 2018, 16,5167-5177 DOI: 10.1039/C8OB01194J, Paper Roberta Galeazzi, Emiliano Laudadio, Emanuele Falconi, Luca Massaccesi, Luisa Ercolani, Giovanna Mobbili, Cristina Minnelli, Andrea Scirè, Laura Cianfruglia, Tatiana Armeni Glyoxalase II has been docked with actin and malate dehydrogenase and a direct involvement of the GlxII active site was found. The presence of GSH in the GlxII catalytic site promotes the protein–protein stabilization. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Direct C–OH/P(O)–H dehydration coupling forming phosphine oxides ()
Org. Biomol. Chem., 2018, 16,5090-5093 DOI: 10.1039/C8OB01299G, Communication Long Chen, Yueyue Zhu, Tieqiao Chen, Long Liu, Ji-Shu Zhang, Li-Biao Han A t-BuONa-mediated C–OH/P(O)–H cross dehydration coupling is developed to construct sp3 C–P bonds. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes ()
Org. Biomol. Chem., 2018, 16,5144-5149 DOI: 10.1039/C8OB00949J, Paper Fei Yang, Yangshan Li, Paul E. Floreancig, Xiaoyan Li, Lei Liu A practical cross-dehydrogenative coupling of 2H-chromenes with terminal alkynes is described. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Silver(I)-catalyzed sequential hydroamination and Prins type cyclization for the synthesis of fused benzo-δ-sultams ()
Org. Biomol. Chem., 2018, 16,5163-5166 DOI: 10.1039/C8OB00918J, Paper B. Maheshwar Rao, J. S. Yadav, B. Sridhar, B. V. Subba Reddy An intramolecular annulation strategy has been developed for the synthesis of tetrahydrobenzo[e]pyrano[4,3-c][1,2]thiazine derivatives by means of coupling of aldehydes with 2-(4-hydroxybut-1-yn-1-yl)-N-arylsulfonamides using a catalytic amount of silver hexafluoroantimonate. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

The discovery of a freezing-induced peptide ligation during the total chemical synthesis of human interferon-ε ()
Org. Biomol. Chem., 2018, 16,5097-5101 DOI: 10.1039/C8OB01365A, Communication Yin-He Yang, Bin Di, Da-Song Yang The first example of a counterintuitive freezing-induced peptide ligation was discovered during the total synthesis of human interferon-ε (187 amino acids) which blocks HIV infection through unique mechanisms. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Fluorescent boron complexes based on new N,O-chelates as promising candidates for flow cytometry ()
Org. Biomol. Chem., 2018, 16,5150-5162 DOI: 10.1039/C8OB00868J, Paper Kseniya I. Lugovik, Alexander K. Eltyshev, Polina O. Suntsova, Leonid T. Smoluk, Anna V. Belousova, Maria V. Ulitko, Artem S. Minin, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya New highly emitting green–yellow fluorescent photostable organoboron complexes for cell imaging are reported. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Synthesis of acyloxyl pyrazolines by copper-mediated aminoacyloxylation of unsaturated ketohydrazones ()
Org. Biomol. Chem., 2018, 16,5136-5143 DOI: 10.1039/C8OB01114A, Paper Manman Chen, Lin Qi, Jia-Min Chen, Pei-Xing Ren, Jie Du, Li-Jing Wang, Wei Li An efficient copper-mediated aminoacyloxylation of unsaturated hydrazones has been developed. Copper carboxylates serve as both reaction promoters and carboxylate sources in these easily conducted reactions. This method provides straightforward access to diversely useful acyloxyl pyrazolines. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions ()
Org. Biomol. Chem., 2018, 16,5081-5085 DOI: 10.1039/C8OB01032C, Communication Abdul Motaleb, Asish Bera, Pradip Maity A nucleophilic catalyst is introduced for facile radical formation and its catalyst controlled aerobic oxidation. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Studies on the interactions of 5-R-3-(2-pyridyl)-1,2,4-triazines with arynes: inverse demand aza-Diels–Alder reaction versus aryne-mediated domino process ()
Org. Biomol. Chem., 2018, 16,5119-5135 DOI: 10.1039/C8OB00847G, Paper Dmitry S. Kopchuk, Igor L. Nikonov, Albert F. Khasanov, Kousik Giri, Sougata Santra, Igor S. Kovalev, Emiliya V. Nosova, Sravya Gundala, Padmavathi Venkatapuram, Grigory V. Zyryanov, Adinath Majee, Oleg N. Chupakhin The interactions between substituted 5-R-3-(pyridyl-2)-1,2,4-triazines with in situ generated substituted aryne intermediates have been studied. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Formation of Nα-Terminal 2-Dialkyl Amino Oxazoles from Guanidinated Derivatives under Mild Conditions ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01463A, Paper Fernando Albericio, Shimaa Amin, Jessica T Mhlongo, Ashish Kumar, Ayman El-Faham, Beatriz G. G de la Torre Oxazole-containing peptides are an important class of molecules in medicinal chemistry programs. Here we describe a convenient solid-phase synthesis of Nα-terminal oxazole peptides. The strategy took advantage of an intramolecular... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Stereoselective synthesis of an enantiomerically pure bowl-shaped phenol: (M)-2-Hydroxy-4b1-methyltribenzotriquinacene ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01425F, Paper Philipp Rommelmann, Beate Nachtigall, Tim Guntelmann, Harald Groeger, Dietmar Kuck Enzyme-catalysed hydrolysis of the inherently chiral aryl acetate rac-11 bearing the bowl-shaped tribenzotriquinacene (TBTQ) core enables the stereoselective synthesis of the enantiomerically pure (M)-2-hydroxytribenzotriquinacene (M)-12. Starting from rac-11, for which... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Two Catalytic Protocols for Achmatowicz Rearrangement by Using Cyclic Diacyl Peroxides as Oxidants ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01382A, Communication Congyin Wei, Rong Zhao, ZhiHong Shen, Denghu Chang, Lei Shi In-situ generated bromonium-catalyzed and visible-light photocatalytic Achmatowicz rearrangements of furfuryl alcohols by using cyclic diacyl peroxides as oxidants are described. Both protocols feature broad substrate scope, excellent functional group tolerance,... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Synthesis of Imidazo[1,5-a]pyridines via I2-Mediated sp3 C−H Amination ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01501E, Paper Zhiyuan Hu, Jiao Hou, Jie Liu, Wenquan Yu, Junbiao Chang A transition-metal-free sp3 C−H amination reaction has been established for imidazo[1,5-a]pyridine synthesis employing molecular iodine from 2-pyridyl ketones and alkylamines. In the presence of sodium acetate (NaOAc), I2-mediated oxidative annulations... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

N α -Amino acid containing privileged structures: design, synthesis and use in solid-phase peptide synthesis ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01485J, Paper Eva Schütznerová, Adam Přibylka, Viktor Krchňák Fmoc-protected Nα-amino acid containing heterocyclic privileged structures, O-(1-methyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)-L-serine and O-((S)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)-L-serine, were synthesized on the solid phase from simple commercially available building blocks under mild 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
>> Read More

Conformation-guided analogue design identifies potential antimalarial compounds through inhibition of mitochondrial respiration ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01257A, Communication Erik M. Larsen, Chia-Fu Chang, Tomoyo Sakata-Kato, Joseph W. Arico, Vince M. Lombardo, Dyann F. Wirth, Richard E. Taylor The design, synthesis, conformational analysis, and biological evaluation of 2-methyl neopeltolide has been accomplished and shown to possess mitochondrial respiration inhibitory activity in malarial parasites. 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
>> Read More

Stereoselective synthesis of 2,6-trans-4-oxopiperidines using an acid-mediated 6-endo-trig cyclisation ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01363B, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Jonathan D. Bell, Alexander H. Harkiss, Christopher R. Wellaway, Andrew Sutherland An acid-mediated 6-endo-trig cyclisation has been developed for the synthesis of trans-6-alkyl-2-methyl-4-oxopiperidines and used for the stereoselective preparation of quinolizidine alkaloid, (+)-myrtine and the piperidine alkaloid, (−)-solenopsin A. 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
>> Read More

Two-step activity-based protein profiling of diacylglycerol lipase ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01499J, Communication Eva J. van Rooden, Roy Kreekel, Thomas Hansen, Antonius P. A. Janssen, Annelot C. M. van Esbroeck, Hans den Dulk, Richard J. B. H. N. van den Berg, Jeroen D. C. Codée, Mario van der Stelt Diacylglycerol lipases (DAGL) produce the endocannabinoid 2-arachidonoylglycerol, a key modulator of neurotransmitter release. 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
>> Read More

Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01469H, Paper Ting-Ting Xu, Tao-Shan Jiang, Xiao-Lan Han, Yuan-Hong Xu, Jin-Ping Qiao A practical route to prepare (E)-cinnamaldehydes and natural products randainal and geranyloxy sinapyl aldehyde has been achieved via a metal-free DDQ-mediated oxidative transformation of allylarenes. 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
>> Read More

Evaluation of topologically distinct constrained antimicrobial peptides with broad-spectrum antimicrobial activity ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00483H, Paper Fang Yuan, Yuan Tian, Weirong Qin, Jingxu Li, Dan Yang, Bingchuan Zhao, Feng Yin, Zigang Li Conformationally constrained peptides with either α-helical or β-hairpin conformations, possessing different topological distribution of hydrophobic and hydrophilic residues, displayed distinct anti-microbial activity towards Gram positive and Gram negative bacteria and fungi. 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
>> Read More

A Quantification Scheme for Non-covalent Interactions in the Enantio-controlling Transition States in Asymmetric Catalysis ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01158C, Paper S. V. Shree Sowndarya, Santanu Malakar, Raghavan B. Sunoj The origin of enantioselectivity in asymmetric catalysis is attributed to the energy difference between the lower and the higher energy diastereomeric transition states, respectively responsible for the formation of the... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Efficient syntheses and anti-cancer activity of xenortides A–D including ent/epi-stereoisomers ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00452H, Paper N. Esmati, A. R. Maddirala, N. Hussein, H. Amawi, A. K. Tiwari, P. R. Andreana One-pot, two-step, total synthesis of naturally occurring xenortides A, B, C and D (Xens A–D). 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
>> Read More

A fluorescence-enhanced chemosensor based on multifarene[2,2] and its recognition of metal cations ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01315B, Paper Yin-Hui Huang, Xian-Yi Jin, Yong-Yi Zhao, Hang Cong, Zhu Tao A selective and sensitive fluorescent chemosensor based on an anthracene-functionalized triazole-linked multifarene[2,2] was successfully synthesized and investigated with regard to the recognition of metal ions. 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
>> Read More

Theoretical insight into the mechanism, regioselectivity, and substituent group effect of Rh-catalyzed synthesis of 1,2-benzothiazines from NH-sulfoximines and diazo compounds ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00996A, Paper Jing Yan, Chengbu Liu, Dongju Zhang A theoretical study of Rh-catalyzed synthesis of 1,2-benzothiazines from NH-sulfoximines and diazo compounds. 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
>> Read More

Phosphine-catalysed α-umpolung addition of nucleophiles to δ-acetoxy allenoates: stereoselective synthesis of 2,4-dienoates ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00933C, Communication Yading Hou, Yuwen Zhang, Xiaofeng Tong The first example of phosphine-catalyzed α-umpolung addition of nucleophiles to allenoates is described, which features the use of δ-acetoxy allenoate to generate a 3-phosphonium-2,4-dienoate intermediate, thus facilitating the α-umpolung addition of nucleophiles. 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
>> Read More

Enzymatic synthesis of base-modified RNA by T7 RNA polymerase. A systematic study and comparison of 5-substituted pyrimidine and 7-substituted 7-deazapurine nucleoside triphosphates as substrates ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01498A, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Nemanja Milisavljevic, Pavla Perlikova, Radek Pohl, Michal Hocek We synthesized a small library of eighteen 5-substituted pyrimidine or 7-substituted 7-deazapurine nucleoside triphosphates bearing methyl, ethynyl, phenyl, benzofuryl or dibenzofuryl groups through cross-coupling reactions of nucleosides followed by triphosphorylation... The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Correction: Hydrazone-Pd-catalyzed direct intermolecular reaction of o-alkynylphenols with allylic acetates ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB90094A, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Kohei Watanabe, Takashi Mino, Eri Ishikawa, Chihiro Masuda, Yasushi Yoshida, Masami Sakamoto 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
>> Read More

Synthesis and evaluation of analogues of the glycinocin family of calcium-dependent antibiotics ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01268G, Paper Leo Corcilius, Dennis Y. Liu, Jessica L. Ochoa, Roger G. Linington, Richard J. Payne We describe the synthesis and calcium-dependent antimicrobial activity of a small library of glycinocin analogues that differ by variation in the exocyclic fatty acyl substituent. 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
>> Read More

Sterically shielded tetrazoles for a fluorogenic photoclick reaction: tuning cycloaddition rate and product fluorescence ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01404C, Communication Peng An, Qing Lin We report the reactivity and fluorescence studies of a panel of sterically shielded tetrazoles with different N-aryl groups in the fluorogenic photoclick reaction with spiro[2.3]hex-1-ene. 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
>> Read More

C–H alkylation reactions of indoles mediated by Pd(II) and norbornene: applications and recent developments ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01025K, Review Article Marcus Wegmann, Michael Henkel, Thorsten Bach Recent synthetic applications and methodological advancements of the Pd(II)-catalyzed C2 functionalisation of indoles are highlighted and discussed in this review. 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
>> Read More

Strategies for the synthesis of spiropiperidines – a review of the last 10 years ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01271G, Review Article Samuel D. Griggs, Daniel T. Tape, Paul A. Clarke In this review we highlight various methods from recent literature for the synthesis of 2-, 3- and 4-spiropiperidines. 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
>> Read More

Pd-Catalyzed cascade cyclization of o-alkynylanilines via C–H/C–N bond cleavage leading to dibenzo[a,c]carbazoles ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01386A, Communication Sheng Zhang, Hengmin Ma, Hon Eong Ho, Yoshinori Yamamoto, Ming Bao, Tienan Jin A new and efficient Pd-catalyzed cascade cyclization of biaryl-tethered o-alkynylanilines for the formation of dibenzo[a,c]carbazole derivatives 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
>> Read More

Metal-free, base promoted sp2 C–H functionalization in the sulfonamidation of 1,4-naphthoquinones ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00818C, Paper Ramanathan Devenderan, Pitchumani Kasi A novel, metal-free, base promoted sp2 C–H functionalization in the sulfonyl amidation of 1,4-naphthoquinones via a [3 + 2] cycloaddition reaction using sulfonyl azides under mild reaction conditions 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
>> Read More

Asymmetric organocatalytic synthesis of chiral 3,3-disubstituted oxindoles via a 1,6-conjugate addition reaction ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01169A, Paper Abdul Rahman, Qiaoxia Zhou, Xufeng Lin The chiral spirocyclic phosphoric acid-catalyzed enantioselective 1,6-conjugate addition reaction of para-quinone methides derived from N-unprotected isatins with indoles was 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
>> Read More

Synthesis of N-arylsulfonamides via Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium ()
Org. Biomol. Chem., 2018, 16,5016-5020 DOI: 10.1039/C8OB01172A, Paper Jun Jiang, Sheng Zeng, De Chen, Chaozhihui Cheng, Wei Deng, Jiannan Xiang A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust was the sole reductant in the transformation and it can be easily performed on a large scale. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

An efficient t-BuOK promoted C3-chalcogenylation of indoles with dichalcogenides ()
Org. Biomol. Chem., 2018, 16,4958-4962 DOI: 10.1039/C8OB00948A, Communication Yuanzu Yu, Yan Zhou, Zengqiang Song, Guang Liang A practical route to prepare 3-sulfenyl- and 3-selenyl-indoles has been achieved using t-BuOK as a promoter at room temperature. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Palladium-catalyzed selective synthesis of 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates ()
Org. Biomol. Chem., 2018, 16,5050-5054 DOI: 10.1039/C8OB01005F, Paper Chao Wu, Jie Wang, Xing-Yu Zhang, Guo-Kai Jia, Zhong Cao, Zilong Tang, Xianyong Yu, Xinhua Xu, Wei-Min He Palladium-catalyzed selective synthesis of various 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A ()
Org. Biomol. Chem., 2018, 16,5027-5035 DOI: 10.1039/C8OB01328D, Paper Ranjan Kumar Acharyya, Samik Nanda Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in this present work. Bimetallic (“Pd–Cu”) cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

(2-Fluoroallyl)boronates: new reagents for diastereoselective 2-fluoroallylboration of aldehydes ()
Org. Biomol. Chem., 2018, 16,4963-4967 DOI: 10.1039/C8OB01103F, Communication Maxim A. Novikov, Oleg M. Nefedov New reagents for anti-selective 2-fluoroallylboration of aromatic and aliphatic aldehydes—(2-fluoroallyl)pinacolboranes, were prepared by Pd-catalyzed borylation of 2-fluoroallyl chlorides. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Facile and practical synthesis of β-carbolinium salts and γ-carbolinium salts via rhodium-catalyzed three-component reactions ()
Org. Biomol. Chem., 2018, 16,5021-5026 DOI: 10.1039/C8OB01182F, Paper Zhuo Wang, Tongyu Li, Siyang Xing, Bolin Zhu A facile and practical [Cp*RhCl2]2-catalyzed three-component reaction between indolyl aldehydes, amines and alkynes involving C–H activation and cyclization has been developed. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Total synthesis and structural revision of an isopanepoxydone analog isolated from Lentinus strigellus ()
Org. Biomol. Chem., 2018, 16,5043-5049 DOI: 10.1039/C8OB01168K, Paper Yi Man, Shaomin Fu, Juan Chen, Bo Liu Asymmetric total synthesis of compound 1, as a proposed molecular structure of a natural product, in 11 steps is described. The inconsistency of the characterization data prompted us to propose a different structure as compound 2 and accordingly accomplish total synthesis in 9 steps and confirm the structural revision of this natural product. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

A red-emitting fluorescent probe for the detection of Hg2+ in aqueous medium, living cells and organisms with a large Stokes shift ()
Org. Biomol. Chem., 2018, 16,5036-5042 DOI: 10.1039/C8OB00831K, Paper Lei Yang, Yuanan Su, Yani Geng, Haiqing Xiong, Jinliang Han, Qian Fang, Xiangzhi Song A vinethene-based fluorescent probe has been developed for the sensitive and selective detection of Hg2+ with a low detection limit, a red emission and a large Stokes shift. The probe has been successfully applied to detect Hg2+ in aqueous solutions, living cells and organisms. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Total synthesis and structural revision of (±)-nidemone ()
Org. Biomol. Chem., 2018, 16,4990-4995 DOI: 10.1039/C8OB01207E, Paper Day-Shin Hsu, Chang-Yan Liou Total synthesis and structural revision of (±)-nidemone have been accomplished from 6-bromo-2-hydroxybenzaldehyde (5) in either six or eight synthetic steps. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Deletion of a global regulator LaeB leads to the discovery of novel polyketides in Aspergillus nidulans ()
Org. Biomol. Chem., 2018, 16,4973-4976 DOI: 10.1039/C8OB01326H, Communication Haizhou Lin, Haining Lyu, Shuang Zhou, Jingwen Yu, Nancy P. Keller, Lin Chen, Wen-Bing Yin By disruption of LaeB, a global regulator recently characterized in Aspergillus nidulans, eight cryptic compounds in the mutant were identified, including seven polyketides and one NRPS-like product. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Second-order asymmetric transformation and its application for the practical synthesis of α-amino acids ()
Org. Biomol. Chem., 2018, 16,4968-4972 DOI: 10.1039/C8OB00963E, Communication Ryosuke Takeda, Akie Kawamura, Aki Kawashima, Tatsunori Sato, Hiroki Moriwaki, Kunisuke Izawa, Hidenori Abe, Vadim A. Soloshonok Design of a rimantadine [1-(1-adamantyl)ethanamine]-derived chiral ligand and its application for the preparation of α-amino acids via second-order asymmetric transformation is reported. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

A macrocyclic receptor containing two viologen species connected by conjugated terphenyl groups ()
Org. Biomol. Chem., 2018, 16,5006-5015 DOI: 10.1039/C8OB00919H, Paper Long Chen, Kate J. C. Lim, Tahkur S. Babra, James O. Taylor, Martin Pižl, Robert Evans, Ann M. Chippindale, František Hartl, Howard M. Colquhoun, Barnaby W. Greenland A diviologen-containing macrocycle containing conjugated terphenyl groups has been synthesised and studied. It forms pseudo-rotaxanes with π-electron rich guest species. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Auto-oxidation promoted sp3 C–H arylation of glycine derivatives ()
Org. Biomol. Chem., 2018, 16,4985-4989 DOI: 10.1039/C8OB01068D, Paper Yuanyuan Wei, Jie Wang, Yajun Wang, Xiaoqiang Yao, Caixia Yang, Congde Huo An auto-oxidation promoted sp3 C–H arylation reaction between N-aryl glycine derivatives and electron-rich arenes, leading to the formation of N-aryl α-aryl α-amino acid derivatives, is described. This atom-economical and environmentally benign reaction proceeds smoothly under mild reaction conditions and requires only Brønsted acid and oxygen (balloon). A plausible radical involved mechanism is proposed. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Metal-free C(sp3)–H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones ()
Org. Biomol. Chem., 2018, 16,4954-4957 DOI: 10.1039/C8OB01075G, Communication Chang-Sheng Wang, Pierre H. Dixneuf, Jean-François Soulé Direct transformation of an inert C(sp3)–H bond of 2-alkylpyridines and nitrones into a C–OSO2R bond has been described. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Aromatic substitutions of arenediazonium salts via metal catalysis, single electron transfer, and weak base mediation ()
Org. Biomol. Chem., 2018, 16,4942-4953 DOI: 10.1039/C8OB00591E, Review Article Denis Koziakov, Guojiao Wu, Axel Jacobi von Wangelin Radical aromatic substitutions of arenediazonium salts can be initiated by various methods. The recent developments of weak base-mediated protocols provide great advantages over conventional metal-mediated or photoredox reactions by their operational simplicity, price, hazard potential and scalability. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Progress in the synthesis of fluorinated phosphatidylcholines for biological applications ()
Org. Biomol. Chem., 2018, 16,4925-4941 DOI: 10.1039/C8OB00991K, Review Article Marie-Claude Gagnon, Michèle Auger, Jean-François Paquin Fluorinated phospholipids have attracted a lot of interest over the past 40 years. While mono- and polyfluorinated analogs are mostly designed to be used as 19F NMR probes, highly fluorinated phospholipids are mainly developed as drug delivery devices and oxygen carriers. This review describes their synthetic pathways, their properties and potential applications. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Synthetic access to isoxazoline-functionalized isoquinolines via microwave-assisted iminoxyl radical-participated cascade cyclization of vinyl isocyanides ()
Org. Biomol. Chem., 2018, 16,4996-5005 DOI: 10.1039/C8OB01229F, Paper Yulong Xu, Hao Chen, Wei Li, Qiong Xie, Linqian Yu, Liming Shao The synthesis of isoxazoline-functionalized isoquinolines via radical cascade cyclization of vinyl isocyanides with β,γ-unsaturated ketoximes has been described. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

AIE-active boron complexes based on benzothiazole–hydrazone chelates ()
Org. Biomol. Chem., 2018, 16,4977-4984 DOI: 10.1039/C8OB00755A, Paper Wenzeng Duan, Qingsong Liu, Yanmin Huo, Jichun Cui, Shuwen Gong, Zhipeng Liu A new family of benzothiazole–hydrazone-based monoboron and bisboron complexes with aggregation-induced emission (AIE) was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

TEMPO promoted direct multi-functionalization of terminal alkynes with 2-oxindoles/benzofuran-2(3H)-one ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01380B, Communication Qi Liu, Jie-Jie Liu, Liang Cheng, Dong Wang, Li Liu Highly selective and catalyst-free tandem multi-functionalization of terminal alkynes was developed with 2-oxindoles and benzo-furan-2(3H)-one using TEMPO both as a radical promoter and a trapping reagent. 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
>> Read More

Fe-Catalyzed tandem cyclization for the synthesis of 3-nitrofurans from homopropargylic alcohols and Al(NO3)3·9H2O ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01184B, Communication Ting Wang, Yong Jiang, Yanyan Wang, Rulong Yan Al(NO3)3·9H2O as a nitro source for the synthesis of 3-nitrofurans from homopropargylic alcohols through Fe-catalyzed tandem cyclization is 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
>> Read More

Total synthesis of the proposed structure of talarolide A ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01230J, Paper Shengping Zhang, Luis M. De Leon Rodriguez, Renjie Huang, Ivanhoe K. H. Leung, Paul W. R. Harris, Margaret A. Brimble The proposed structure of talarolide A, a cycloheptapeptide featuring a hydroxamate moiety within the peptide backbone, was successfully synthesized. 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
>> Read More

Synthesis of hydrophilic HYNIC-[1,2,4,5]tetrazine conjugates and their use in antibody pretargeting with 99mTc ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01255E, Paper María Fernanda García, Fabio Gallazzi, Mara de Souza Junqueira, Marcelo Fernández, Ximena Camacho, Janio da Silva Mororó, Daniele Faria, Camila de Godoi Carneiro, Marcos Couto, Federico Carrión, Otto Pritsch, Roger Chammas, Thomas Quinn, Pablo Cabral, Hugo Cerecetto Pretargeted imaging is shown to be an attractive strategy to overcome disadvantages associated with traditional radioimmunoconjugates. 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
>> Read More

Pd-Catalyzed diastereoselective [3 + 2] cycloaddition of vinylcyclopropanes with sulfamate-derived cyclic imines ()
Org. Biomol. Chem., 2018, 16,4881-4887 DOI: 10.1039/C8OB01231H, Paper Qijun Wang, Chang Wang, Wangyu Shi, Yumei Xiao, Hongchao Guo The palladium-catalyzed diastereoselective [3 + 2] cycloaddition reaction of vinylcyclopropanes with sulfamate-derived cyclic imines worked efficiently under mild conditions, providing sulfamate-fused pyrrolidines in good to excellent yields. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Bifunctional mannoside–glucosinolate glycoconjugates as enzymatically triggered isothiocyanates and FimH ligands ()
Org. Biomol. Chem., 2018, 16,4900-4913 DOI: 10.1039/C8OB01128A, Paper G. Cutolo, F. Reise, M. Schuler, R. Nehmé, G. Despras, J. Brekalo, P. Morin, P.-Y. Renard, T. K. Lindhorst, A. Tatibouët The synthesis of glucosinolate–mannoside glycoconjugates combining both the structural features of a myrosinase substrate and a FimH ligand is described. The content of this RSS Feed (c) The Royal Society of Chemistry
>> Read More

Site Search