Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Electrophilicity and nucleophilicity of commonly used aldehydes

15 July, 2014 - 07:54

Org. Biomol. Chem., 2014, 12,5781-5788
DOI: 10.1039/C4OB00555D, PaperSanjay Pratihar
The present approach for determining the electrophilicity (E) and nucleophilicity (N) of aldehydes includes a kinetic study of KMNO4 oxidation and NaBH4 reduction of aldehydes.
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Hydroxyl radical induced oxidation of theophylline in water: a kinetic and mechanistic study

15 July, 2014 - 07:54

Org. Biomol. Chem., 2014, 12,5611-5620
DOI: 10.1039/C4OB00102H, PaperM. M. Sunil Paul, U. K. Aravind, G. Pramod, A. Saha, C. T. Aravindakumar
Evidence is reported for the addition and hydrogen abstraction reactions of hydroxyl radicals with an important pharmaceutically active compound, theophylline.
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Efficient palladium-catalyzed double carbonylation of o-dibromobenzenes: synthesis of thalidomide

15 July, 2014 - 07:54

Org. Biomol. Chem., 2014, 12,5578-5581
DOI: 10.1039/C4OB00796D, CommunicationJianbin Chen, Kishore Natte, Anke Spannenberg, Helfried Neumann, Matthias Beller, Xiao-Feng Wu
A convenient and mild procedure for double carbonylation of o-dibromobenzene with various 2-amino pyridines and naturally occurring amines has been developed. N-Substituted phthalimides were produced in good to excellent yields. Furthermore, thalidomide was produced in excellent yield under these conditions.
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Bis-chlorination of a hexapeptide-PCP conjugate by the halogenase involved in vancomycin biosynthesis

15 July, 2014 - 07:54

Org. Biomol. Chem., 2014, 12,5574-5577
DOI: 10.1039/C4OB00474D, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Patrick C. Schmartz, Katja Zerbe, Khaled Abou-Hadeed, John A. Robinson
The vancomycin biosynthetic halogenase can bis-chlorinate both [small beta]-hydroxytyrosine residues-2 and -6 in a model substrate comprising a PCP-linked hexapeptide.
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An indolocarbazole dimer as a new stereodynamic probe for chiral 1,2-diamines

11 July, 2014 - 06:54

Org. Biomol. Chem., 2014, 12,5464-5468
DOI: 10.1039/C4OB00872C, PaperHae-Geun Jeon, Min Jun Kim, Kyu-Sung Jeong
An indolocarbazole dimer functions as a new stereodynamic probe determining the absolute configurations of chiral 1,2-diamines.
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One-pot native chemical ligation of peptide hydrazides enables total synthesis of modified histones

11 July, 2014 - 06:54

Org. Biomol. Chem., 2014, 12,5435-5441
DOI: 10.1039/C4OB00715H, PaperJiabin Li, Yuanyuan Li, Qiaoqiao He, Yiming Li, Haitao Li, Lei Liu
One of the rising demands in the field of protein chemical synthesis is the development of facile strategies that yield the protein in workable quantities and homogeneity, with fewer handling steps.
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Synthesis and pharmacological evaluation of like- and unlike-configured tetrahydro-2-benzazepines with the [small alpha]-substituted benzyl moiety in the 5-position

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5407-5426
DOI: 10.1039/C4OB00510D, PaperPeer Hasebein, Bastian Frehland, Kirstin Lehmkuhl, Roland Frohlich, Dirk Schepmann, Bernhard Wunsch
5-Substituted tetrahydro-2-benzazepines were prepared and the relationship between the structure, in particular the stereochemistry, and the [sigma]1 affinity was analyzed.
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The structure of 3-(diethylborylethynyl)pyridine: a nonplanarly arranged cyclic trimer

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5382-5387
DOI: 10.1039/C4OB00849A, PaperShigeharu Wakabayashi, Mitsumi Kuse, Aimi Kida, Seiji Komeda, Kazuyuki Tatsumi, Yoshikazu Sugihara
The cyclic trimer of 3-(diethylborylethynyl)pyridine is conformationally flexible enough to be affected by the crystal packing.
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Electrophilic sulfhydration of 8-nitro-cGMP involves sulfane sulfur

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5360-5364
DOI: 10.1039/C4OB00868E, CommunicationV. Terzic, D. Padovani, V. Balland, I. Artaud, E. Galardon
The complex chemistry taking place between the messenger 8-nitro-cGMP and the gaseous transmitter H2S is governed by dioxygen and thiols.
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One-step synthesis of diazaspiro[4.5]decane scaffolds with exocyclic double bonds

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5356-5359
DOI: 10.1039/C4OB00516C, CommunicationLidong Li, Qiong Hu, Pingping Zhou, Haifeng Xie, Xiaorong Zhang, Hao Zhang, Yadong Hu, Fei Yin, Yimin Hu
Unactivated yne-en-ynes reacted with a range of substituted aryl halides in the presence of Pd(OAc)2-PPh3 to afford diazaspiro[4.5]decane with exocyclic double bonds.
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Nazarov-like cyclization reactions

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5331-5345
DOI: 10.1039/C4OB00804A, Review ArticleMartin J. Di Grandi
This review discusses novel Nazarov cyclization variations and their application to the synthesis of complex molecules.
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Synthesis of 2,3-dihydro-1H-indazoles by Rh(III)-catalyzed C-H cleavage of arylhydrazines

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5469-5476
DOI: 10.1039/C4OB00921E, PaperJinzhong Yao, Ruokun Feng, Cong Lin, Zhanxiang Liu, Yuhong Zhang
A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro 1H-indazoles is described.
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In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of [small alpha]-oxoketene-N,S-acetals with nitroolefins

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5484-5491
DOI: 10.1039/C4OB00781F, PaperAbhijeet Srivastava, Gaurav Shukla, Anugula Nagaraju, Girijesh Kumar Verma, Keshav Raghuvanshi, Raymond C. F. Jones, Maya Shankar Singh
An operationally simple and efficient one-pot direct access to pyrroles has been achieved by annulation of [small alpha]-oxoketene-N,S-acetals with [small beta]-nitrostyrenes catalyzed by In(OTf)3 under solvent-free conditions.
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Synthesis and characterization of bisoxazolines- and pybox-copper(II) complexes and their application in the coupling of [small alpha]-carbonyls with functionalized amines

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5509-5516
DOI: 10.1039/C4OB01027B, PaperWei-Guo Jia, Dan-Dan Li, Yuan-Chen Dai, Hui Zhang, Li-Qin Yan, En-Hong Sheng, Yun Wei, Xiao-Long Mu, Kuo-Wei Huang
[(Dm-Pybox)CuBr2] is efficient in catalyzing [small alpha]-amination of ketones and esters, which tolerates functionality on the carbonyl and amine reaction components.
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Divergent synthesis of 2,3-dihydro-1H-pyrroles, 3-alkyl-1H-pyrroles and 3-alkenyl-1H-pyrroles from 2,4-pentadienenitriles and isocyanides

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5477-5483
DOI: 10.1039/C4OB00912F, PaperXiaoqing Xin, Xu Liu, Dingyuan Zhang, Rui Zhang, Yongjiu Liang, Fushe Han, Dewen Dong
A facile and divergent synthesis of 2,3-dihydro-1H-pyrroles, 3-alkyl-1H-pyrroles and 3-alkenyl-1H-pyrroles has been developed via a formal [2 + 3] annulation of 2,4-penta-dienenitriles and ethyl isocyanoacetate by the variation of reaction conditions.
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Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: comparative and structure-property relationship study

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5517-5527
DOI: 10.1039/C4OB00901K, PaperL. Dokladalova, F. Bures, W. Kuznik, I. V. Kityk, A. Wojciechowski, T. Mikysek, N. Almonasy, M. Ramaiyan, Z. Padelkova, J. Kulhanek, M. Ludwig
Structure-property relationships in X-shaped push-pull molecules with dicyanobenzene and dicyanopyrazine acceptors.
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Palladium-catalyzed annulation of benzynes with N-substituted-N-(2-halophenyl)formamides: synthesis of phenanthridinones

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5351-5355
DOI: 10.1039/C4OB00997E, CommunicationYuan Yang, Hui Huang, Lijun Wu, Yun liang
Palladium-catalyzed annulation of benzynes with N-(2-halophenyl)formamides afforded phenanthridinones via tandem C-C bond formation.
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Synthesis, antibacterial activities, and theoretical studies of dicoumarols

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5528-5535
DOI: 10.1039/C4OB00772G, PaperJing Li, Zheng Hou, Guang-Hui Chen, Fen Li, Ying Zhou, Xiao-Yan Xue, Zhou-Peng Li, Min Jia, Zi-Dan Zhang, Ming-Kai Li, Xiao-Xing Luo
In this work, we report the synthesis, evaluation of antibacterial activity and theoretical study of dicoumarols including DC, 2-PyDC, 3-PyDC and 4-PyDC.
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Base mediated 7-exo-dig intramolecular cyclization of Ugi-propargyl precursors: a highly efficient and regioselective synthetic approach toward diverse 1,4-benzoxazepine-5(2H)-ones

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5346-5350
DOI: 10.1039/C4OB00793J, CommunicationShashi Pandey, S. Vinod Kumar, Ruchir Kant, Prem M. S. Chauhan
A metal-free facile and efficient two-step synthetic protocol for the preparation of 1,4-benzoxazepine-5(2H)-one derivatives has been developed.
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Solid phase oxime ligations for the iterative synthesis of polypeptide conjugates

9 July, 2014 - 06:17

Org. Biomol. Chem., 2014, 12,5536-5543
DOI: 10.1039/C4OB00760C, PaperIsidore E. Decostaire, Dominique Lelievre, Vincent Aucagne, Agnes F. Delmas
All on-resin! An efficient C-to-N iterative strategy for solid phase chemical ligations (SPCL).
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