Organic & Biomolecular Chemistry



Synthesis of Water-Soluble Hypervalent Iodine Reagents for Fluoroalkylation of Biological Thiols ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02115A, Paper Iveta Klimankova, Martin Hubálek, Václav Matoušek, Petr Beier New open-chain and water-soluble hypervalent iodine reagents were synthetized and used for the transfer of fluoroalkyl groups to sulfur atoms of cysteine and a cysteine-containing peptides under biocompatible conditions. Some... The content of this RSS Feed (c) The Royal Society of Chemistry
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Highly sensitive quantification of site-specific 5-hydroxymethylcytosine at single-base resolution by HpaII-mediated ligation PCR ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02429H, Communication Zhenhao Zhang, Xiao Shan, Pengbo Zhang, weiliang liu, Jingli Yan, Zhengping Li A highly sensitive HpaII-mediated ligation PCR assay that can precisely discriminate 5hmC from 5mC and C is developed for quantitative determination of site-specific 5hmC in genomic DNA samples. The content of this RSS Feed (c) The Royal Society of Chemistry
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Adenine-(methoxy)-ethoxy-Pα,α-dithio-triphosphate inhibits pathologic calcium pyrophosphate deposition in osteoarthritic human chondrocytes ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02199J, Paper Molhm Nassir, Salahuddin Mirza, Uri Arad, Sangyong Lee, Muhammad Rafehi, Isaac Yaw Attah, Christian Renn, Herbert Zimmermann, Julie Pelletier, Jean Sévigny, Christa E. Müller, Bilha Fischer Nucleotide pyrophosphatase/phosphodiesterase-1 (NPP1) inhibitors have been suggested as a potential treatment for calcium pyrophosphate dihydrate (CPPD) deposition disease. 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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Molecular replication using covalent base-pairs with traceless linkers ()
Org. Biomol. Chem., 2019, 17,9660-9665 DOI: 10.1039/C9OB02336D, Paper Diego Núñez-Villanueva, Christopher A. Hunter Covalent template-directed synthesis was carried out using an oligomeric template to produce identical copy strands in iterative rounds of replication. The content of this RSS Feed (c) The Royal Society of Chemistry
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Organocatalytic enantioselective aminoalkylation of pyrazol-3-ones with aldimines generated in situ from α-amido sulfones ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02252J, Communication Laura Carceller-Ferrer, Carlos Vila, Gonzalo Blay, Isabel Fernández, M. Carmen Muñoz, José R. Pedro Herein, an efficient asymmetric aminoalkylation of pyrazolones with α-amido sulfones catalyzed by a quinine-derived squaramide in dichloromethane/aqueous media has been 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
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Gold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes: a combined experimental and computational study ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02126D, Paper Cintia Virumbrales, Marta Solas, Samuel Suárez-Pantiga, Manuel A. Fernández-Rodríguez, Marta Marín-Luna, Carlos Silva López, Roberto Sanz The diastereospecific 5-endo cyclization of β-monosubstituted o-(alkynyl)styrenes to 1-functionalized-1H-indenes is reported. The regiospecific generation of a cyclopropyl gold carbene intermediate is also supported by DFT calculations. 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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N-Isopropylsulfinylimines vs. N-tert-butylsulfinylimines in the stereoselective synthesis of sterically hindered amines: an improved synthesis of enantiopure (R)- and (S)-rimantadine and the trifluoromethylated analogues ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02241D, Communication Nazaret Moreno, Rocío Recio, Victoria Valdivia, Noureddine Khiar, Inmaculada Fernández In contrast to N-tert-butylsulfinylimines, the use of N-isopropylsulfinylimines as starting chiral material allows the stereoselective synthesis of both enantiomers of rimantadine and its trifluoromethylated analogues. 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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Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones ()
Org. Biomol. Chem., 2019, 17,9585-9604 DOI: 10.1039/C9OB01657K, Paper Stuart Aiken, Kelechi Anozie, Orlando D. C. C. de Azevedo, Lewis Cowen, Ross J. L. Edgar, Christopher D. Gabbutt, B. Mark Heron, Philippa A. Lawrence, Abby J. Mills, Craig R. Rice, Mike W. J. Urquhart, Dimitrios Zonidis The addition of sulfenes to substituted enaminoketones, followed by a facile Cope elimination, provides efficient access to a diverse series of 1,2-oxathiine 2,2-dioxides. The content of this RSS Feed (c) The Royal Society of Chemistry
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G-quadruplexes as versatile scaffolds for catalysis ()
Org. Biomol. Chem., 2019, 17,9547-9561 DOI: 10.1039/C9OB01876J, Review Article Ji Hye Yum, Soyoung Park, Hiroshi Sugiyama This review summarizes the beginning, progress, and prospects of non-canonical DNA-based hybrid catalysts focusing on G-quadruplexes as versatile scaffolds for catalysis. The content of this RSS Feed (c) The Royal Society of Chemistry
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Imidates: an emerging synthon for N-heterocycles ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01899A, Review Article Rima Thakur, Yogesh Jaiswal, Amit Kumar This review highlights the recent application of imidates as building blocks for the synthesis of saturated and un-saturated N-heterocycles via C–N annulation reactions under acid/base/metal-catalyzed/radical-mediated 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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Optimization of interstrand interactions enables burn detection with a collagen-mimetic peptide ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01839E, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Jesús M. Dones, I. Caglar Tanrikulu, Jenu V. Chacko, Alexandra B. Schroeder, Trish T. Hoang, Angela L. F. Gibson, Kevin W. Eliceiri, Ronald T. Raines The modulation of interstrand steric clashes can shift the preference of collagen-mimetic peptides from homotrimer to heterotrimer formation, enabling the detection of burn-damaged tissue ex vivo. 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 ratiometric fluorescent probe for simultaneous detection of Cys/Hcy and GSH ()
Org. Biomol. Chem., 2019, 17,9631-9635 DOI: 10.1039/C9OB01960J, Paper Hui Zhang, Benhua Wang, Yong Ye, Wenqiang Chen, Xiangzhi Song A novel ratiometric fluorescent probe CPR was developed with good selectivity and sensitivity for the simultaneous detection of Cys/Hcy and GSH from different fluorescence channels. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chiral bisphosphine ligands based on quinoline oligoamide foldamers: application in asymmetric hydrogenation ()
Org. Biomol. Chem., 2019, 17,9573-9577 DOI: 10.1039/C9OB01649J, Communication Lu Zheng, Dan Zheng, Yanru Wang, Chengyuan Yu, Kun Zhang, Hua Jiang Single-handed quinoline oligoamide foldamer-based bisphosphine ligands that can coordinate with Rh(cod)2BF4 were used as a platform in asymmetric hydrogenation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Structural basis of the mechanism of β-methyl epimerization by enzyme MarH ()
Org. Biomol. Chem., 2019, 17,9605-9614 DOI: 10.1039/C9OB01996K, Paper Bin Liu, Yan Hou, Xiaozheng Wang, Xiaofang Ma, Shiqi Fang, Tao Huang, Yanli Chen, Zhiqiang Bai, Shuangjun Lin, Rundong Zhang, Kaifeng Hu Structures of free MarH and MarH in complex with L-Trp, the analogue of substrate, were determined and the mechanism of MarH-catalyzed stereospecific β-methyl epimerization was proposed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins ()
Org. Biomol. Chem., 2019, 17,9620-9626 DOI: 10.1039/C9OB02090J, Paper Sivagami Mathavan, Keerthana Kannan, Rajesh B. R. D. Yamajala Thiamine hydrochloride was identified as an eco-friendly organocatalyst for the synthesis of a broad range of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarin derivatives in good to excellent yields. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free oxidative acylation/cyclization of N-methacryloyl-2-phenylbenzoimidazole with aryl aldehydes: an easy access to benzimidazo[2,1-a]isoquinolin-6(5H)-ones ()
Org. Biomol. Chem., 2019, 17,9627-9630 DOI: 10.1039/C9OB01979K, Paper Ramesh Boora, G. Ravi kumar, B. V. Subba Reddy A metal-free radical cyclization strategy has been developed for the synthesis of fused benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using 70% tert-butylhydroperoxide in water (TBHP). The content of this RSS Feed (c) The Royal Society of Chemistry
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Thermal-mediated [1,3]-hydrogen transfer as the key step: access to oxindole–chromone hybrid collection with structural diversity ()
Org. Biomol. Chem., 2019, 17,9567-9572 DOI: 10.1039/C9OB02193K, Communication Yi Gong, Sheng-Wen Xu, Xiong-Wei Liu, Zheng Li, Xiong-Li Liu, Zhen Yao, Ying Zhou Herein we report the first example of thermal-mediated [1,3]-hydrogen transfer as the key step for the efficient synthesis of oxindole–chromone hybrid collections 2, which avoids additional catalyst and solvent conditions. The content of this RSS Feed (c) The Royal Society of Chemistry
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3-Nitro-3,4-dihydrocoumarins: valuable precursors for the synthesis of enantiomerically enriched masked quaternary α-amino acid derivatives with a 3,4-dihydrocoumarin scaffold ()
Org. Biomol. Chem., 2019, 17,9636-9645 DOI: 10.1039/C9OB02089F, Paper Dan Lv, Min Zhao, Youming Wang, Zhenghong Zhou A bifunctional squaramide catalysed asymmetric [4 + 2] cyclization has been developed, which provides an efficient approach for the synthesis of novel chiral masked quaternary α-amino acid derivatives with a 3,4-dihydrocoumarin scaffold. The content of this RSS Feed (c) The Royal Society of Chemistry
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Thio radical-induced denitrogenative annulation of 1-azido-2-isocyanoarenes to construct 2-thiolated benzimidazoles ()
Org. Biomol. Chem., 2019, 17,9666-9671 DOI: 10.1039/C9OB02165E, Paper Dengke Li, Jian Lei A method for the synthesis of 2-thiolated benzimidazoles is described starting from thiols and 1-azido-2-isocyanoarenes. The isocyano group works as an acceptor of various thio radicals, followed by denitrogenative annulation of the resulting imidoyl radical intermediates to the azido group, with nitrogen loss as the only process. The content of this RSS Feed (c) The Royal Society of Chemistry
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A Sc(OTf)3 catalyzed dehydrogenative reaction of electron-rich (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols ()
Org. Biomol. Chem., 2019, 17,9615-9619 DOI: 10.1039/C9OB02138H, Paper Chen Zhou, Chen Hu, Gang Hong, Yuchen He, Zhicong Tang, Limin Wang New pyrenyl substituted 9,9-diarylfluorene with nonplanar conformations, high fluorescence quantum yield and excellent thermal and morphological stability was synthesized by our current protocol. The content of this RSS Feed (c) The Royal Society of Chemistry
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Straightforward access to complex isoindolinones from the Ugi reaction of o-nitrobenzoic acid derivatives ()
Org. Biomol. Chem., 2019, 17,9655-9659 DOI: 10.1039/C9OB02065A, Paper Mahanandaiah Kurva, Mansour Dolé Kerim, Rocio Gàmez-Montaño, Laurent El Kaim Ugi/SNAr/oxidative deamidification strategy towards complex isoindolinones. The content of this RSS Feed (c) The Royal Society of Chemistry
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Bioisosteric OH- to SH-replacement changes the antioxidant profile of ferulic acid ()
Org. Biomol. Chem., 2019, 17,9646-9654 DOI: 10.1039/C9OB01875A, Paper Daniel Chavarria, Carlos Fernandes, Tiago Silva, Jorge Garrido, Fernando Remião, Paulo J. Oliveira, Fernanda Borges A new ferulic acid-based thiophenol was synthesized and the differences in the antioxidant properties of the natural and the synthetic compounds were investigated. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and photochromism of some mono and bis (thienyl) substituted oxathiine 2,2-dioxides ()
Org. Biomol. Chem., 2019, 17,9578-9584 DOI: 10.1039/C9OB02128K, Communication Stuart Aiken, Christopher D. Gabbutt, B. Mark Heron, Craig R. Rice, Dimitrios Zonidis The addition of sulfenes to substituted enaminoketones, followed by a facile Cope elimination, provides access to a novel series of photochromic dithienylethenes containing a 1,2-oxathiine 2,2-dioxide core. The content of this RSS Feed (c) The Royal Society of Chemistry
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Thioarylmaleimides: accessible, tunable, and strongly emissive building blocks ()
Org. Biomol. Chem., 2019, 17,9562-9566 DOI: 10.1039/C9OB01741K, Communication Jayden Price, Emily Albright, Andreas Decken, Sara Eisler Thioarylmaleimides (TAMS) with a wide range of photophysical properties were realized. The photophysical properties of the TAMS are varied, and can be controlled via strategic choice of the thioaryl moiety. The content of this RSS Feed (c) The Royal Society of Chemistry
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Rhizophols A and B, antioxidant and axially chiral benzophenones from the endophytic fungus Cytospora rhizophorae ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02282A, Communication Zhaoming Liu, Haibo Tan, Kai Chen, Yuchan Chen, Wenge Zhang, Shanchong Chen, Hong-Xin Liu, Weimin Zhang Two novel polyketones, rhizophols A-B (1-2), were isolated from the endophytic fungus Cytospora rhizophorae A761. They shared unprecedented poly-substituted benzophenone skeletons featuring by an epoxy isopentyl unit and a propionyl... The content of this RSS Feed (c) The Royal Society of Chemistry
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Heavy-atom-free BODIPY Photosensitizers with Intersystem Crossing Mediated by Intramolecular Photoinduced Electron Transfer ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02170A, Review Article Mikhail A. Filatov Organic photosensitizers possessing efficient intersystem crossing (ISC) and forming long-living triplet excited states, play a crucial role in a number of applications. A common approach in the design of such... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of meta-Substituted Anilines via Three-Component Reaction of Acetone, Amines, and 1,3-Diketones ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02120E, Paper Andrew R Galeev, Ivan G Mokrushin, Maksim V Dmitriev, Irina V Mashevskaya, Andrey N Maslivets, Michael Rubin A facile method for the synthesis of meta-substituted arylamines from acyclic precursors was developed. The method is based on three-component cyclo-condensation/aromatization of in situ generated imines of acetone with 1,3-diketones... The content of this RSS Feed (c) The Royal Society of Chemistry
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A facile method for the synthesis of dihydroquinoline-azide from the Lewis acid-catalyzed reaction of alkylidenecyclopropanes with TMSN3 ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02309G, Communication Mintao Chen, Yin Wei, Min Shi A facile synthetic method for the formation of dihydroquinoline-azide from alkylidenecyclopropanes and TMSN3 under the catalysis of Lewis acid has been developed, and a number of azide-containing compounds can be... The content of this RSS Feed (c) The Royal Society of Chemistry
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Ethyl-for-methyl substitution enhances the subtype specificity of mecamylamine analogues ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01993F, Paper David Mangan, Neasa McNabola, Emily H. Clark, Isabel Bermudez, Susan Wonnacott, J. Mike Southern Enhanced activity and selectivity towards either α3β2 or α2β4 nicotinic acetylcholine receptors compared to parent compound. 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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Regioselective deoxygenative chalcogenation of 7-azindole N-oxides promoted by I2/PEG-200 ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02044F, Paper Shanshan Liu, Heng Yang, Lin-Yu Jiao, Jian-Hua Zhang, Chen Zhao, Yangmin Ma, Xiufang Yang We developed a general and sustainable approach for the regioselective deoxygenative chalcogenation of 7-azindole N-oxides, the combination of internal oxidant and green solvent have been used successfully for the synthesis... The content of this RSS Feed (c) The Royal Society of Chemistry
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Catalytic enantioselective cross dehydrogenative coupling of sp3 C–H of heterocycles ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02113B, Review Article Shikha Gandhi The recent developments in the asymmetric functionalization of heterocycles via the catalytic enantioselective cross dehydrogenative coupling reactions of heterocyclic sp3 C–H bonds are highlighted 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
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Synthesis of tri(di)fluoroethylanilines via copper-catalyzed coupling reaction of tri(di)fluoroethylamine with (hetero)aromatic bromides ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02271F, Paper Suo Chen, Hui Wang, Wei Jiang, Pei-Xin Rui, Xiang-Guo Hu A practical and efficient synthesis of fluoroalkylanilines has been achieved via the Ullmann type coupling of (hetero)aromatic bromides with tri(di)fluoroethylamine. 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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Hybrids of a 9-anthracenyl moiety and fluorescein as chemodosimeters for the detection of singlet oxygen in live cells ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02070E, Paper Serghei Chercheja, Steffen Daum, Hong-Gui Xu, Frank Beierlein, Andriy Mokhir A highly efficient fluorogenic chemodosimeter for the detection of singlet oxygen 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
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Mechanism of fatty acid decarboxylation catalyzed by a non-heme iron oxidase (UndA): a QM/MM study ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02116G, Paper Shiqing Zhang, Yongjun Liu QM/MM calculations reveal that the fatty acid decarboxylase UndA employs the FeIII–OO˙− complex to initiate the β-H abstraction with the monodentate coordination mode. The iron center accepts the extra electron of the substrate radical. 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 chemical synthesis of murine ISG15 and an activity-based probe with physiological binding properties ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02127B, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Bo-Tao Xin, Gan Jin, Daniel J. Fernandez, Klaus-Peter Knobeloch, Paul P. Geurink, Huib Ovaa The linear synthesis of the N-terminal domain of mISG15 has been developed which enables the synthesis of full-length mISG15 and the activity-based probe Rho-mISG15-PA via native chemical ligation. 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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Theoretical insights into the E1cB/E2 mechanistic dichotomy of elimination reactions ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02004G, Paper Daniela E. Ortega, Rodrigo Ormazábal-Toledo, Renato Contreras, Ricardo A. Matute Modeling the E1cB, E2, and E1cB/E2 borderline mechanisms in terms of carbanion stabilization. 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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Stereochemistry of spongosoritins: beyond optical rotation ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02010A, Paper Andrea N. L. Batista, Fernando M. dos Santos, Alessandra L. Valverde, Joao M. Batista A combination of spectroscopic methods reveals the dependence of the chiroptical properties of spongosoritins on achiral structural features. 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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Profiling the oxidative activation of DMSO-F6 by pulse radiolysis and translational potential for radical C–H trifluoromethylation ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02119A, Paper Nico Santschi, Benson J. Jelier, Samuel Stähelin, Thomas Nauser The improved synthesis of perfluorinated dimethyl sulfoxide, DMSO-F6, and its activation with hydroxyl radicals to afford trifluoromethyl radicals 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
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Synthesis of Pyrano[2,3-f]chromen-2-ones vs. Pyrano[3,2-g]chromen-2-ones through Site Controlled Gold-Catalyzed Annulations ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB01695C, Paper Antonia Iazzetti, Antonio Arcadi, Alessia Ciogli, Giancarlo Fabrizi, Andrea Fochetti, Roberta Franzini, Francesca Ghirga, Antonella Goggiamani The regioselective access to 10-substituted-2H,8H-pyrano[2,3-f]chromen-2-ones through the gold-catalyzed intramolecular hydroarylation of readily available 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one derivatives at their C-8 congested position was investigated by tuning the electronic and steric properties of... The content of this RSS Feed (c) The Royal Society of Chemistry
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Controllable Synthesis of Pyrido[2,3-b]indol-4-ones or Indolo[3,2-b]quinolines via Formal Intramolecular C(sp2)-H Functionalization ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02108F, Paper Bo Song, Mengdan Wang, Murong Xu, Lingkai Kong, Huihui Xie, Cheng-Yu Wang, Yanzhong LI A novel Fe-catalyzed protocol for the controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines has been developed by using indole-2-carboxylic derivatives as starting materials. Indole-2-carboxenamines were transformed into pyrido[2,3-b]indol-4-ones through intramolecular N−H/C−H... The content of this RSS Feed (c) The Royal Society of Chemistry
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Effect of chiral N-substituents with methyl or trifluoromethyl groups on the catalytic performance of mono- and bifunctional thioureas. ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB01893J, Paper Josué Vazquez-Chavez, Socorro Luna-Morales, Diego Alfonso Cruz-Aguilar, Howard Díaz-Salazar, Wilmer Esteban Vallejo Narváez, Rodrigo Salvador Silva-Gutiérrez, Simon Hernandez Ortega, Tomás Rocha-Rinza, Marcos Hernández-Rodríguez We evaluated thiourea organocatalysts that incorporate a chiral group which includes a trifluoromethyl moiety and contrasted their performance with non-fluorinated analogs. The comparison between such systems allows the direct study... The content of this RSS Feed (c) The Royal Society of Chemistry
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A rhodium-catalysed three-component reaction to access C1-substituted tetrahydroisoquinolines ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02303H, Communication Dan Zhang, Junwen Liu, Zhenghui Kang, Huang Qiu, Wenhao Hu A rhodium-catalyzed three-component reaction of diazo compounds, anilines and C,N-cyclic azomethine imines via trapping of transient ammonium ylides was developed. This reaction provided a simple and convenient approach for the... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and biological profiling of parthenolide ether analogs ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02166C, Communication Robert R. A. Freund, Philipp Gobrecht, Pascal Moser, Dietmar Fischer, Hans-Dieter Arndt Cyclic ether derivatives of parthenolide were synthesized by using two cyclization strategies, relying on 2-(silyloxy) allylboration. Characterization for tubulin carboxypeptidase inhibition generated new insights into structure–activity relationships. 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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(3S,4R)-3,4-Dihydroxy-N-alkyl-L-homoprolines: Synthesis and Computational Mechanistic Studies ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02141H, Paper David Silva Freitas, Cristina E. A. Sousa, Joana Carvalho Parente, Artem Drogalin, António Gil Fortes, Nuno M F S A Cerqueira, Maria José Alves This is the first synthetic report of (3S,4R)-dihydroxy-N-alkyl-L-homoprolines described so far. 2,4-O-Benzylidene-D-erythrose was obtained from D-glucose with an improved yield, and then transformed into the title (3S,4R)-dihydroxy-N-alkyl-L-homoprolines, in a two-step... The content of this RSS Feed (c) The Royal Society of Chemistry
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Facile synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones via cyclization of N-alkoxy α-halogenoacetamides with N-(2-chloromethyl)aryl amides ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02260K, Communication Qiaomei Jin, Dongjian Zhang, Jian Zhang A facile and efficient cyclization of N-alkoxy α-halogenoacetamides with N-(2-chloromethyl)aryl amides has been achieved for rapid access to 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-one derivatives (up to 95% 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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A strong organic electron donor incorporating highly π-donating triphenylphosphonium ylidyl substituents ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01984G, Paper Morgan M. Burgoyne, Thomas M. MacDougall, Zachary N. Haines, Jordan W. Conrad, Larry A. Calhoun, Andreas Decken, C. Adam Dyker The use of Ph3PCH–, the most donating substituent yet quantified, makes B more reducing than D or E and causes hindered bond rotation in A and C. 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 Guerbet ionic liquids and extractants as β-branched biosourceable hydrophobes ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02237F, Paper Giacomo Damilano, Koen Binnemans, Wim Dehaen Linear aldehydes were used as green precursors in the synthesis of beta-branched aldehydes. Then, the branched aldehydes were converted to tertiary amines and ammonium ILs. 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 sustainable catalytic enantioselective synthesis of norstatine derivatives ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02149C, Paper Taoda Shi, Changcheng Jing, Yu Qian, Xinfang Xu, Gopi Krishna Reddy Alavala, Xinxin Lv, Wenhao Hu An unprecedented method with excellent ee, broad substrate scope, reliable scalability, improved safety, and reusable catalyst is described here along with its synthetic application and mechanistic investigations. 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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Supramolecular neuromuscular blocker inhibition by a pillar[5]arene through aqueous inclusion of rocuronium bromide ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02215E, Paper Dmitriy Shurpik, Olga Mostovaya, Denis A. Sevastyanov, Oksana A. Lenina, Sapunova Anastasia, Alexandra Dmitrievna Voloshina, Konstantin A. Petrov, Irina V. Kovyazina, Peter Cragg, Ivan Stoikov A water-soluble pillar[5]arene, decafunctionalized with thioether and carboxylate fragments, was synthesized as a structural analogue of Sugammadex. Its ability to rescue contraction of the diaphragm muscle by encapsulating the muscle... The content of this RSS Feed (c) The Royal Society of Chemistry
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Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs using thiocyanates as both leaving groups and organosulfur precursors ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02081K, Paper Ming Li, Kun Dong, Yubin Zheng, Wangze Song Although Cu(I)-catalyzed electrophilic interrupted click reaction where 5-cuprate-triazole is trapped by various electrophiles in inter- or intramolecular manner has been well-documented, highly reactive electrophiles are still required to avoid the... The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible-light-induced cascade sulfonylation/cyclization of Npropargylindoles with aryldiazonium tetrafluoroborates via the insertion of sulfur dioxide ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02102G, Paper Yu Liu, Qiao-Lin Wang, Zan Chen, Pu Chen, Kewen Tang, Quan Zhou, Jun Xie A simple and efficient visible-light-catalyzed cascade sulfonylation/cyclization of N-propargylindoles with K2S2O5 and aryldiazonium tetrafluoroborates for the construction of 2-sulfonyl-substituted 9H-pyrrolo[1,2-a]indoles is developed. In this transformation, K2S2O5 as a simple and... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent Advances in Cobalt-Catalysed C-H Functionalizations ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB01994D, Review Article Alessio Baccalini, Stefania Vergura, Pravas Dolui, Giuseppe Zanoni, Debabrata Maiti Ready availability, low cost and low toxicity of cobalt salts have redirected the attention of the researchers away from noble metals, such as Pd, Rh, Ir, towards Co in the... The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible-light-mediated direct C3-arylation of 2H-indazoles enabled by an electron-donor–acceptor complex ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02074H, Communication Kim Christopher C. Aganda, Junyoung Kim, Anna Lee An efficient method for the synthesis of C3-arylated 2H-indazoles by an electron-donor–acceptor complex 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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An efficient synthesis of benzothiazole using tetrabromomethane as a halogen bond donor catalyst ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02125F, Paper Imran Kazi, Govindasamy Sekar A CBr4 catalyzed simple, mild, and efficient protocol has been developed for the synthesis of 2-substituted benzothiazole from 2-aminothiophenols and N-methylthioamides under solvent 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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Substituent-oriented C–N bond formation via N–H insertion or Wolff rearrangement of 5-aryl-1H-pyrazoles and diazo compounds ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01868A, Paper Youpeng Zuo, Xinwei He, Yi Ning, Qiang Tang, Mengqing Xie, Wangcheng Hu, Yongjia Shang Substituent-oriented C–N bond formation of 5-aryl-1H-pyrazoles with 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
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Highly atom-economical, catalyst-free, and solvent-free phosphorylation of chalcogenides ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01921A, Paper Rakhee Choudhary, Pratibha Singh, Rekha Bai, Mahesh C. Sharma, Satpal Singh Badsara Silica gel promoted, catalyst-free and solvent-free S–P, Se–P and Te–P bond formations to obtain phosphinothioates, phosphoroselenoates, and phosphorotelluroates respectively in good to excellent yields 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
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Cerium catalyst promoted C-S cross-coupling: Synthesis of thioethers, Dapsone and RN-18 precursors ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB02171J, Paper Jose Manuel da Cruz Tavares Junior, Caren Daniele Galeano da Silva, Beatriz Fuzinato dos Santos, Nicole Sena Souza, Aline R Oliveira, Vicente Lira Kupfer, Andrelson Wellington Rinaldi, Nelson Luís de Campos Domingues In this work, we present a new, efficient and green methodology for the synthesis of thioethers by C-S cross-coupling reaction by the assistance of [Ce(L-Pro)2]2Ox as a heterogeneous catalyst with... The content of this RSS Feed (c) The Royal Society of Chemistry
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Dimeric benzoboroxoles for targeted activity against Mycobacterium tuberculosis ()
Org. Biomol. Chem., 2019, 17,9524-9528 DOI: 10.1039/C9OB02222H, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Collette S. Guy, Kathryn Murray, Matthew I. Gibson, Elizabeth Fullam Dimeric benzoboroxoles that are covalently linked by a short scaffold enhance selective anti-tubercular activity. The content of this RSS Feed (c) The Royal Society of Chemistry
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HClO4 catalysed aldol-type reaction of fluorinated silyl enol ethers with acetals or ketals toward fluoroalkyl ethers ()
Org. Biomol. Chem., 2019, 17,9430-9434 DOI: 10.1039/C9OB02129A, Communication You-Ping Tian, Yi Gong, Xiao-Si Hu, Jin-Sheng Yu, Ying Zhou, Jian Zhou A highly efficient metal-free catalytic aldol-type reaction of fluorinated enol silyl ethers and acetals/ketals toward functionalized fluoroalkyl ethers is developed by using less than 1.0 mol% HClO4 (70 wt%, aq.). The content of this RSS Feed (c) The Royal Society of Chemistry
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A gold-triggered dearomative spirocarbocyclization/Diels–Alder reaction cascade towards diverse bridged N-heterocycles ()
Org. Biomol. Chem., 2019, 17,9529-9536 DOI: 10.1039/C9OB01967G, Paper Yi He, Thomas Narmon, Danjun Wu, Zhenghua Li, Luc Van Meervelt, Erik V. Van der Eycken An efficient chemo- and diastereoselective gold-triggered post-Ugi non-oxidative ortho-dearomative spirocarbocyclization/Diels–Alder reaction cascade sequence has been developed to deliver diverse bridged polycyclic N-heterocycles. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of defined mono-de-N-acetylated β-(1→6)-N-acetyl-D-glucosamine oligosaccharides to characterize PgaB hydrolase activity ()
Org. Biomol. Chem., 2019, 17,9456-9466 DOI: 10.1039/C9OB02079A, Paper Adam Forman, Roland Pfoh, Alexander Eddenden, P. Lynne Howell, Mark Nitz Mono-de-N-acetylated β-(1→6)-N-acetyl-D-glucosamine penta- and hepta-saccharides were obtained using a convergent synthesis. The site of de-N-acetylation drives the selectivity of hydrolysis by PgaB. The content of this RSS Feed (c) The Royal Society of Chemistry
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Delivery of cell membrane impermeable peptides into living cells by using head-to-tail cyclized mitochondria-penetrating peptides ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02075F, Communication Qian-Qian Yang, Liang-Jing Zhu, Tong-Kuai Xi, Han-Ying Zhu, Xiao-Xu Chen, Meng Wu, Chuan Sun, Changzhi Xu, Ge-Min Fang, Xiangming Meng A cyclic heptapeptide was found to be an efficient mitochondria-specific delivery vector for delivering membrane impermeable peptides into living cells. 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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Transition-metal- and oxidant-free three-component reaction of quinoline N-oxides, sodium metabisulfite and aryldiazonium tetrafluoroborates via a dual radical coupling process ()
Org. Biomol. Chem., 2019, 17,9479-9488 DOI: 10.1039/C9OB02106J, Paper Guirong You, Dan Xi, Jian Sun, Liqiang Hao, Chengcai Xia Synthesis of 2-sulfonylquinolines via a three-component reaction of quinoline N-oxides, sodium metabisulfite, and aryldiazonium tetrafluoroborates under transition-metal- and oxidant-free conditions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Studies toward the synthesis of macrotermycin C: stereoselective construction of the acyclic skeleton of the aglycon ()
Org. Biomol. Chem., 2019, 17,9502-9509 DOI: 10.1039/C9OB01999E, Paper Sandip Guchhait, Rajib Kumar Goswami The first asymmetric synthesis of the acyclic skeleton of the aglycon of macrotermycin C has been achieved in 17 linear steps with 5.7% overall yield following a convergent approach. The content of this RSS Feed (c) The Royal Society of Chemistry
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Solvent- and catalyst-free transamidations of unprotected glycosyl carboxamides ()
Org. Biomol. Chem., 2019, 17,9425-9429 DOI: 10.1039/C9OB02096A, Communication Fouzia Ouadah Bensalah, Abed Bil, Karlo Wittine, Salima Bellahouel, David Lesur, Dean Markovic, Sylvain Laclef New green and atom efficient transamidation reactions of various glycosyl carboxamides with primary and secondary amines are described. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of treprostinil: key Claisen rearrangement and catalytic Pauson–Khand reactions in continuous flow ()
Org. Biomol. Chem., 2019, 17,9489-9501 DOI: 10.1039/C9OB02124H, Paper Jorge García-Lacuna, Gema Domínguez, Jaime Blanco-Urgoiti, Javier Pérez-Castells Treprostinil is prepared in 12 linear steps using a plug flow reactor for the key Claisen rearrangement and Pauson–Khand reactions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Benzochalcogendiazole-based conjugated molecules: investigating the effects of substituents and heteroatom juggling ()
Org. Biomol. Chem., 2019, 17,9467-9478 DOI: 10.1039/C9OB01762C, Paper Heta A. Patel, Viraj J. Bhanvadia, Hemant M. Mande, Sanjio S. Zade, Arun L. Patel A range of benzochalcogendiazole-based small molecules are synthesized following various C–C coupling methodologies and studied for their photo-physical properties and structural aspects. The content of this RSS Feed (c) The Royal Society of Chemistry
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Decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides ()
Org. Biomol. Chem., 2019, 17,9447-9455 DOI: 10.1039/C9OB02023C, Paper Jia-Qi Shang, Xiang-Xiang Wang, Yangchun Xin, Yi Li, Bin Zhou, Ya-Min Li An oxidative decarboxylative cascade cyclization of α-keto acids with 2-cyano-3-arylaniline-derived acrylamides delivering carbonyl-containing pyrido[4,3,2-gh]phenanthridines is presented. The content of this RSS Feed (c) The Royal Society of Chemistry
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cis-Selective synthesis of 1,3-disubstituted tetrahydro-β-carbolines from N-sulfonyl N,S-acetals ()
Org. Biomol. Chem., 2019, 17,9510-9513 DOI: 10.1039/C9OB01796H, Paper Shao-Xiong Luo, Yanzhou Liu, Michael J. Lambrecht, Daniel F. Ortwine, Antonio G. DiPasquale, Jun Liang, Xiaojing Wang, Jason R. Zbieg, Jun Li This paper corrects a previous study which incorrectly assigned the stereochemistry as trans rather than cis, thereby these are the first examples of cis-1,3-disubstituted tetrahydro-β-carbolines. The content of this RSS Feed (c) The Royal Society of Chemistry
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Selective inhibition of APOBEC3 enzymes by single-stranded DNAs containing 2′-deoxyzebularine ()
Org. Biomol. Chem., 2019, 17,9435-9441 DOI: 10.1039/C9OB01781J, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Fareeda M. Barzak, Stefan Harjes, Maksim V. Kvach, Harikrishnan M. Kurup, Geoffrey B. Jameson, Vyacheslav V. Filichev, Elena Harjes Selective inhibitors for APOBEC3B and APOBEC3A/G were obtained by substituting the preferred 2′-deoxycytidine by 2′-deoxyzebularine (Z) in a CCC DNA-motif. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of dibenzo[a,d]cycloheptanoids via aryne insertion into 2-arylidene-1,3-indandiones ()
Org. Biomol. Chem., 2019, 17,9442-9446 DOI: 10.1039/C9OB01900F, Paper Nagaraju Payili, Santhosh Reddy Rekula, Anjaiah Aitha, V. V. S. R. N. Anji Karun Mutha, Challa Gangu Naidu, Satyanarayana Yennam A cascade synthetic strategy for the direct synthesis of dibenzo[a,d]cycloheptanoids and dibenz[a,c]anthracene-9,14-dione derivatives from aryne precursors has been developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Organocatalytic enantioselective conjugate addition of pyrazolin-5-ones to arylomethylidene malonates ()
Org. Biomol. Chem., 2019, 17,9514-9523 DOI: 10.1039/C9OB01700C, Paper Arun Sharma, Vivek Sharma, Swapandeep Singh Chimni An efficient asymmetric organocatalytic conjugate addition reaction of pyrazolin-5-ones with arylomethylidene malonates has been successfully developed by employing bifunctional Cinchona derived thiourea organocatalyst. The content of this RSS Feed (c) The Royal Society of Chemistry
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Tailoring chemoenzymatic oxidation via in situ peracids ()
Org. Biomol. Chem., 2019, 17,9418-9424 DOI: 10.1039/C9OB01814J, Communication Rebecca N. Re, Johanna C. Proessdorf, James J. La Clair, Maeva Subileau, Michael D. Burkart Epoxidation chemistry often suffers from the challenging handling of peracids and thus requires in situ preparation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes ()
Org. Biomol. Chem., 2019, 17,9413-9417 DOI: 10.1039/C9OB01858A, Communication Julie E. Laudenschlager, Logan A. Combee, Michael K. Hilinski Sc(OTf)3-promoted [5 + 1] cycloaddition of vinylcyclopropanes with PhINTs is reported, enabling the regioselective preparation of a range of 1,2,3,6-tetrahydropyridine scaffolds under mild conditions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Head-to-head comparison of LNA, MPγPNA, INA and Invader probes targeting mixed-sequence double-stranded DNA ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02111F, Paper Raymond G. Emehiser, Eric Hall, Dale C. Guenther, Saswata Karmakar, Patrick J. Hrdlicka Double-stranded (ds) Invader and INA probes allow for efficient and specific recognition of mixed-sequence dsDNA targets, whereas recognition is less efficient and specific with single-stranded LNA-modified DNA strands and fully modified MPγPNAs. 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 chiroptical properties of cylindrical macrocycles comprising two calix[3]aramide moieties ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02022E, Paper Yuuki Saito, Misa Satake, Ryuichi Mori, Misaki Okayasu, Hyuma Masu, Masahide Tominaga, Kosuke Katagiri, Kentaro Yamaguchi, Shoko Kikkawa, Hidemasa Hikawa, Isao Azumaya Novel chiral macrocyclic aromatic amides of medium molecular weight were synthesized by the one-step amide coupling of a bis(alkylamino)terphenyl diacid as monomer. 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 advances on modified-TiO2 in photo-induced organic synthesis ()
Org. Biomol. Chem., 2019, Accepted Manuscript DOI: 10.1039/C9OB01739A, Review Article Haojie Cheng, Wentao Xu Over the last decade, chemists have made great progress in photocatalysis. Compared with the well developed homogenous photocatalysis for organic synthesis, heterogeneous photoredox catalysis is still in its infancy. In... The content of this RSS Feed (c) The Royal Society of Chemistry
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PEG-modified aziridines for stereoselective synthesis of water-soluble fulleropyrrolidines ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB01949A, Paper Angelina V. Kazakova, Alexander S. Konev, Ivan M. Zorin, Igor S. Poshekhonov, Viktor A. Korzhikov-Vlakh, Alexander F. Khlebnikov A stereoselective synthesis of water-soluble pyrrolofullerenes as potential anti-HIV agents 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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Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation ()
Org. Biomol. Chem., 2019, 17,9275-9279 DOI: 10.1039/C9OB01972C, Communication Maddali L. N. Rao, Boddu S. Ramakrishna, Sachchida Nand A Rh-catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation of acrylates and acrylamides using salicylaldehydes is described. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iodine-catalyzed guanylation of amines with N,N′-di-Boc-thiourea ()
Org. Biomol. Chem., 2019, 17,9280-9283 DOI: 10.1039/C9OB02014D, Communication Hao-Jie Rong, Cui-Feng Yang, Tao Chen, Ze-Gang Xu, Tian-Duo Su, Yong-Qiang Wang, Bin-Ke Ning Iodine-catalyzed guanylation of amines with N,N′-di-Boc-thiourea is especially useful for both electronically and sterically deactivated primary anilines. The content of this RSS Feed (c) The Royal Society of Chemistry
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Aryldithiocarbamates as thiol alternatives in Cu-catalyzed C(aryl)–S coupling reactions using aryldiazonium tetrafluoroborate salts ()
Org. Biomol. Chem., 2019, 17,9360-9366 DOI: 10.1039/C9OB01976F, Paper Soumya Dutta, Amit Saha Aryldithiocarbamates have been used as thiol substitutes in C(aryl)–S cross coupling reactions with aryldiazonium salts to produce unsymmetrical diaryl sulfides. The content of this RSS Feed (c) The Royal Society of Chemistry
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Primary amine catalyzed diastereo- and enantioselective Michael reaction of thiazolones and α,β-unsaturated ketones ()
Org. Biomol. Chem., 2019, 17,9305-9312 DOI: 10.1039/C9OB02067E, Paper Min Lu, Hong Li, Chuncheng Zou, Jianchang Li, Chengyu Liu, Maolin Sun, Yueyue Ma, Ruihua Cheng, Jinxing Ye Organocatalytic asymmetric Michael reactions between thiazolones and α,β-unsaturated ketones were developed. By using primary amine catalysts, the products were obtained with good to excellent yields and stereoselectivities. The content of this RSS Feed (c) The Royal Society of Chemistry
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A mechanism of alkali metal carbonates catalysing the synthesis of β-hydroxyethyl sulfide with mercaptan and ethylene carbonate ()
Org. Biomol. Chem., 2019, 17,9367-9374 DOI: 10.1039/C9OB01816F, Paper Dongliang Liu, Tiju Thomas, Hong Gong, Fei Li, Qiang Li, Lijuan Song, Tamil Azhagan, Heng Jiang, Minghui Yang The activation mechanism of the synthesis of β-hydroxyethyl sulfide with ethylene carbonate and thiol catalysed by M2CO3 has been studied. The content of this RSS Feed (c) The Royal Society of Chemistry
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Enzymatic syntheses of novel carbocyclic scaffolds with a 6,5 + 5,5 ring system by squalene-hopene cyclase ()
Org. Biomol. Chem., 2019, 17,9375-9389 DOI: 10.1039/C9OB01941C, Paper Chiaki Nakano, Takumi Watanabe, Mai Minamino, Tsutomu Hoshino A novel scaffold with a 6,5 + 5, 5 ring system (allodammarane) was synthesized from 27-norsqualene (13a), 3R-(18) and 3S-27-noroxidosqualenes (19). The content of this RSS Feed (c) The Royal Society of Chemistry
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Highly regio- and diastereoselective [3 + 2]-cycloadditions involving indolediones and α,β-disubstituted nitroethylenes ()
Org. Biomol. Chem., 2019, 17,9390-9402 DOI: 10.1039/C9OB01429B, Paper Madhuri P. Rao, Shubha S. Gunaga, Johannes Zuegg, Rambabu Pamarthi, Madhu Ganesh Diastereoselective [3 + 2]-cycloadditions of oxindoles with α,β-disubstituted nitroethylenes: regioreversed spiropyrrolidines show potent MRSA activity. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free propargylation/aza-annulation approach to substituted β-carbolines and evaluation of their photophysical properties ()
Org. Biomol. Chem., 2019, 17,9291-9304 DOI: 10.1039/C9OB01959F, Paper Chada Raji Reddy, Mounika Aila, Puppala Sathish, Madoori Mrinalini, Lingamallu Giribabu, Seelam Prasanthkumar, René Grée One-pot synthesis of diversely substituted β-carbolines starting from propargylic alcohols and indole 2-carbonyls is described. Computational and photophysical studies of the products have also been studied. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of 3-(tri/difluoromethyl)-1H-1,2,4-triazol-5(4H)-ones via the cyclization of hydrazinecarboxamides with tri/difluoroacetic anhydride ()
Org. Biomol. Chem., 2019, 17,9343-9347 DOI: 10.1039/C9OB01865D, Paper Yi You, Yueji Chen, Chenhui You, Junwen Wang, Zhiqiang Weng A method for the synthesis of 3-(tri/difluoromethyl)-1H-1,2,4-triazol-5(4H)-ones via the cyclization of hydrazinecarboxamides with tri/difluoroacetic anhydride was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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From ferrocene to fluorine-containing penta-substituted derivatives and all points in-between; or, how to increase the available chemical space ()
Org. Biomol. Chem., 2019, 17,9352-9359 DOI: 10.1039/C9OB01885A, Paper Mehdi Tazi, William Erb, Thierry Roisnel, Vincent Dorcet, Florence Mongin, Paul J. Low The syntheses of di-, tri-, tetra- and pentasubstituted derivatives of fluoroferrocene from ferrocene are reported. These strategies enhance the available chemical space for future applications in medicinal and organic materials chemistry. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cu-Catalysed oxidative amidation of cinnamic acids/arylacetic acids with 2° amines: an efficient synthesis of α-ketoamides ()
Org. Biomol. Chem., 2019, 17,9348-9351 DOI: 10.1039/C9OB02045D, Paper Anup Kumar Sharma, Anjali Jaiswal, Krishna Nand Singh Copper-catalysed decarboxylation/oxidative amidation of cinnamic acids and oxidative amidation of arylacetic acids with 2° amines have been developed leading to the formation of α-ketoamides. The content of this RSS Feed (c) The Royal Society of Chemistry
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Correlating ionic liquid solvent effects with solvent parameters for a reaction that proceeds through a xanthylium intermediate ()
Org. Biomol. Chem., 2019, 17,9336-9342 DOI: 10.1039/C9OB01807G, Paper Alyssa Gilbert, Götz Bucher, Ronald S. Haines, Jason B. Harper The effects of ionic liquids on the rate constant of an SN1 process with a xanthylium intermediate differ from those observed for other SN1 reactions. These effects can be correlated to solvent parameters of the ionic liquids allowing predictability. The content of this RSS Feed (c) The Royal Society of Chemistry
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Driving factors in amiloride recognition of HIV RNA targets ()
Org. Biomol. Chem., 2019, 17,9313-9320 DOI: 10.1039/C9OB01702J, Paper Neeraj N. Patwardhan, Zhengguo Cai, Aline Umuhire Juru, Amanda E. Hargrove RNA profiling reveals key contributors to affinity and selectivity in amiloride : RNA interactions, including a predictive model for ESSV recognition. The content of this RSS Feed (c) The Royal Society of Chemistry
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Exploring a glycosylation methodology for the synthesis of hydroxamate-modified alginate building blocks ()
Org. Biomol. Chem., 2019, 17,9321-9335 DOI: 10.1039/C9OB02053E, Paper Eleni Dimitriou, Gavin J. Miller Mixed sequence, C6-hydroxamate-modified alginate disaccharides are prepared using NIS/TMSOTf glycosylation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Haloperoxidases as catalysts in organic synthesis ()
Org. Biomol. Chem., 2019, 17,9267-9274 DOI: 10.1039/C9OB01884K, Review Article Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Georg T. Höfler, Andrada But, Frank Hollmann The current state-of-the-art of haloperoxidase catalysis in organic synthesis for halogenation reactions is presented in this review. The content of this RSS Feed (c) The Royal Society of Chemistry
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A targeted approach for the synthesis of multi-phosphorylated peptides: a tool for studying the role of phosphorylation patterns in proteins ()
Org. Biomol. Chem., 2019, 17,9284-9290 DOI: 10.1039/C9OB01874C, Paper Mamidi Samarasimhareddy, Daniel Mayer, Norman Metanis, Dmitry Veprintsev, Mattan Hurevich, Assaf Friedler An efficient strategy for the synthesis of multiphosphorylated peptides is described. Such peptides are essential in elucidating the biological roles of the phosphorylation patterns and barcodes. The content of this RSS Feed (c) The Royal Society of Chemistry
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Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source ()
Org. Biomol. Chem., 2019, Advance Article DOI: 10.1039/C9OB02095K, Communication Xia Zhang, Jingchao Chen, Ruhima Khan, Guoli Shen, Zhenxiu He, Yongyun Zhou, Baomin Fan Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was 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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Divergent pathway and reactivity control of intramolecular arene C–H vinylation by vinyl cations ()
Org. Biomol. Chem., 2019, 17,9135-9139 DOI: 10.1039/C9OB01916B, Communication Xin Li, Shuo-Qing Zhang, Xin Hong A computational study revealed the mechanistic details and controlling factors of reactivity in intramolecular C–H vinylation through a vinyl cation intermediate. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/SN2 cyclization of barbiturate-derived alkenes with N-alkoxy α-haloamides ()
Org. Biomol. Chem., 2019, 17,9200-9208 DOI: 10.1039/C9OB01992H, Paper Chuan-Chuan Wang, Jing Zhou, Zhi-Wei Ma, Xiao-Pei Chen, Ya-Jing Chen A variety of bioactive spirobarbiturate-3-pyrrolidinones were prepared by a highly efficient domino aza-MIRC reaction of barbiturate-derived alkenes with N-alkoxy α-haloamides under mild conditions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes ()
Org. Biomol. Chem., 2019, 17,9209-9216 DOI: 10.1039/C9OB01883B, Paper Can Liu, Zhiming Wang, Lei Wang, Pinhua Li, Yicheng Zhang An efficient palladium-catalyzed arylation of oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles and oxazolines at the C2-position using 1-aryltriazenes as aryl reagents was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Understanding the effects of solvate ionic liquids as solvents on substitution processes ()
Org. Biomol. Chem., 2019, 17,9243-9250 DOI: 10.1039/C9OB01753D, Paper Karin S. Schaffarczyk McHale, Michaela J. Wong, Alicia K. Evans, Alyssa Gilbert, Ronald S. Haines, Jason B. Harper The solvent effects of solvate ionic liquids have been compared to the effects of previously studied ‘typical’ ionic liquids for the SN2 reaction between pyridine and benzyl bromide and the SNAr reaction between ethanol and 1-fluoro-2,4-dinitrobenzene. The content of this RSS Feed (c) The Royal Society of Chemistry
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A three-component approach to isoxazolines and isoxazoles under metal-free conditions ()
Org. Biomol. Chem., 2019, 17,9163-9168 DOI: 10.1039/C9OB01909J, Paper Dahan Wang, Feng Zhang, Fuhong Xiao, Guo-Jun Deng A 1,3-dipolar cycloaddition of 2-methylquinoline, tert-butyl nitrite (TBN) and alkynes or alkenes for the synthesis of biheteroaryls containing both isoxazoline/isoxazole and quinoline motifs has been developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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