Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Enantioselective carbolithiation of S-alkenyl-N-aryl thiocarbamates: kinetic and thermodynamic control

1 January, 2015 - 02:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02329C, PaperDaniele Castagnolo, Leonardo Degennaro, RENZO LUISI, Jonathan Clayden
The addition of n-butyllithium to alkenylthiocarbamates in the presence of (-)-sparteine or the (+)-sparteine surrogate leads to asymmetric carbolithiation, and returns enantiomerically enriched thiocarbamate derivatives of secondary thiols. In THF,...
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Energy Transfer Between Amphiphilic Porphyrin Polymer Shells and Upconverting Nanoparticle Cores in Water-Dispersible Nano-assemblies

1 January, 2015 - 02:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02401J, PaperTuoqi Wu, Sandeep Kaur, Neil R. Branda
The synthesis of water-dispersible nano-assemblies containing upconverting nanoparticles (UCNPs) and porphyrin molecules using a one-pot method is described. When the nano-assemblies are excited by 980 nm near-infrared light, the intensity...
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Rhodium-catalysed arylative annulation of 1,4-enynes with arylboronic acids

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,702-705
DOI: 10.1039/C4OB02210F, CommunicationTakanori Matsuda, Shoichi Watanuki
Rhodium(I)-catalysed arylative annulation of 1,4-enynes with arylboronic acids affords 1,1-disubstituted 3-(arylmethylene)indanes via an addition-1,4-rhodium migration-addition sequence.
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Palladium-catalyzed unactivated [small beta]-methylene C(sp3)-H bond alkenylation of aliphatic amides and its application in a sequential C(sp3)-H/C(sp2)-H bond alkenylation

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,697-701
DOI: 10.1039/C4OB02389G, CommunicationGang Shan, Guiyi Huang, Yu Rao
A palladium(II)-catalyzed [small beta]-methylene C(sp3)-H bond alkenylation of acyclic aliphatic amides with alkenyl halides has been developed. Solvent effect-promoted sequential C(sp3)-H bond alkenylation and C(sp2)-H bond alkenylation has also been studied.
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A mild copper-catalyzed aerobic oxidative thiocyanation of arylboronic acids with TMSNCS

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,691-696
DOI: 10.1039/C4OB02208D, CommunicationNan Sun, Liusheng Che, Weimin Mo, Baoxiang Hu, Zhenlu Shen, Xinquan Hu
A facile and generalized synthesis of aryl thiocyanates has been established via the CuCl-catalyzed oxidative coupling of arylboronic acids with TMSNCS. The reaction could be conducted at RT and under an O2 atmosphere.
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Preparation of polydopamine nanocapsules in a miscible tetrahydrofuran-buffer mixture

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,686-690
DOI: 10.1039/C4OB02080D, CommunicationYun-Zhou Ni, Wen-Feng Jiang, Gang-Sheng Tong, Jian-Xin Chen, Jie Wang, Hui-Mei Li, Chun-Yang Yu, Xiao-hua Huang, Yong-Feng Zhou
A non-emulsion soft template method based on a miscible tetrahydrofuran-tris buffer mixture has been used to fabricate polydopamine nanocapsules.
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Synthesis of 3,3-dichloroindolin-2-ones from isatin-3-hydrazones and (dichloroiodo)benzene

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,682-685
DOI: 10.1039/C4OB02213K, CommunicationKeith E. Coffey, Ryan Moreira, Farhana Z. Abbas, Graham K. Murphy
An operationally simple conversion from hydrazones to gem-dichlorides occurs with broad functional group compatibility in moderate to high yield.
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Carbocycles from donor-acceptor cyclopropanes

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,655-671
DOI: 10.1039/C4OB02117G, Review ArticleHuck K. Grover, Michael R. Emmett, Michael A. Kerr
Donor-acceptor cyclopropane annulations - not just for heterocycles.
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The synthesis of head-to-tail cyclic sulfono-[gamma]-AApeptides

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,672-676
DOI: 10.1039/C4OB02232G, CommunicationHaifan Wu, Fengyu She, Wenyang Gao, Austin Prince, Yaqiong Li, Lulu Wei, Allison Mercer, Lukasz Wojtas, Shengqian Ma, Jianfeng Cai
Head-to-tail cyclic sulfono-[gamma]-AApeptides.
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Direct oxidative coupling of thiols and benzylic ethers via C(sp3)-H activation and C-O cleavage to lead thioesters

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,677-681
DOI: 10.1039/C4OB02250E, CommunicationJ. Feng, M.-F. Lv, G.-P. Lu, C. Cai
An unprecedented protocol for the synthesis of thioesters via C-H thioesterification and C-O cleavage was developed. This CDC protocol was found convenient and easy-to-handle involving the use of DTBP as the only green oxidant.
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Mechanisms of imine exchange reactions in organic solvents

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,646-654
DOI: 10.1039/C4OB02110J, Review ArticleMaria Ciaccia, Stefano Di Stefano
Updated mechanisms operating in imine chemistry in organic solvents are reviewed and critically discussed.
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Interactions of arene ruthenium metallaprisms with human proteins

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,946-953
DOI: 10.1039/C4OB02194K, PaperLydia E. H. Paul, Bruno Therrien, Julien Furrer
Interactions between three hexacationic arene ruthenium metallaprisms and human proteins have been studied using NMR spectroscopy, mass spectrometry and circular dichroism spectroscopy, showing that proteins are potential biological targets for these metallaprisms.
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Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,938-945
DOI: 10.1039/C4OB01958J, PaperStig Holden Christensen, Esben P. K. Olsen, Jascha Rosenbaum, Robert Madsen
Carbon monoxide and molecular hydrogen are liberated from hexane-1,6-diol in a two-chamber reactor and employed for either a hydroformylation of olefins or a reductive carbonylation of aryl halides.
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Indole-based novel small molecules for the modulation of bacterial signalling pathways

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,925-937
DOI: 10.1039/C4OB02096K, PaperNripendra Nath Biswas, Samuel K. Kutty, Nicolas Barraud, George M. Iskander, Renate Griffith, Scott A. Rice, Mark Willcox, David StC. Black, Naresh Kumar
Indole based N-acylated L-homoserine lactone (AHL) mimics were developed as quorum sensing (QS) inhibitors for Gram-negative bacteria Pseudomonas aeruginosa and can be used as novel antimicrobial agents.
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Hydrolytic inhibition of [small alpha]-chymotrypsin by 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid: a spectroscopic NMR and computational combined approach

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,916-924
DOI: 10.1039/C4OB01936A, PaperGloria Uccello-Barretta, Federica Balzano, Federica Aiello, Letizia Vanni, Mattia Mori, Sergio Menta, Andrea Calcaterra, Bruno Botta
A rationale for the inhibition of hydrolytic efficiency of [small alpha]-chymotrypsin by a resorcin[4]arene derivative was obtained by NMR spectroscopy and molecular modeling.
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Self-organizing behaviour of glycosteroidal bolaphiles: insights into lipidic microsegregation

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,783-792
DOI: 10.1039/C4OB02191F, PaperR. Xu, F. Ali-Rachedi, N. M. Xavier, S. Chambert, F. Ferkous, Y. Queneau, S. J. Cowling, E. J. Davis, J. W. Goodby
The synthesis of glycosteroidal bolaphile biomimics are described along with the liquid-crystalline behaviours as a function of increasing aliphatic composition.
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Expanding the scope of fused pyrimidines as kinase inhibitor scaffolds: synthesis and modification of pyrido[3,4-d]pyrimidines

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,893-904
DOI: 10.1039/C4OB02238F, PaperPaolo Innocenti, Hannah Woodward, Lisa O'Fee, Swen Hoelder
A versatile and efficient entry into 2-amino-pyrido[3,4-d]pyrimidines was developed. Our strategy hinges on the concise preparation and derivatisation of 8-chloro-2-(methylthio)pyrido[3,4-d]pyrimidine intermediates to yield putative kinase inhibitors.
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Post-synthesis DNA modifications using a trans-cyclooctene click handle

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,909-915
DOI: 10.1039/C4OB02031F, PaperKe Wang, Danzhu Wang, Kaili Ji, Weixuan Chen, Yueqin Zheng, Chaofeng Dai, Binghe Wang
Efficient enzymatic DNA incorporation of trans-cyclooctene thymidine triphosphate (TCO-TTP) is reported. The general handle of trans-cyclooctene can undergo a rapid bioorthogonal cycloaddition with tetrazine, which is suitable for further DNA labeling work.
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A simple and robust preparation of N-acetylindoxyls: precursors for indigogenic substrates

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,905-908
DOI: 10.1039/C4OB02248C, PaperMichael N. Gandy, Lindsay T. Byrne, Keith A. Stubbs
A generalised, simple and efficient synthesis of N-acetyl-5-bromo-4-chloroindoxyl and related analogues required for the synthesis of indigogenic substrates to probe for biological activities is reported.
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New synthesis and biological evaluation of uniflorine A derivatives: towards specific insect trehalase inhibitors

1 January, 2015 - 02:17

Org. Biomol. Chem., 2015, 13,886-892
DOI: 10.1039/C4OB02016B, PaperGiampiero D'Adamio, Antonella Sgambato, Matilde Forcella, Silvia Caccia, Camilla Parmeggiani, Morena Casartelli, Paolo Parenti, Davide Bini, Laura Cipolla, Paola Fusi, Francesca Cardona
(-)-Uniflorine A and 7-deoxy-uniflorine A are selective inhibitors of insect trehalases from C. riparius and S. littoralis.
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