Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Efficient cobalt-catalyzed C-N cross-coupling reaction between benzamide and aryl iodide in water

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01483A, CommunicationBryan Yong-Hao Tan, Yong-Chua Teo
A practical and efficient strategy for the N-arylation of benzamide catalysed by a Co(C2O4)[middle dot]2H2O/dmeda system in water is reported. Under the optimized conditions, a wide variety of N-arylated products were obtained in good yields (up to 92%) using substituted aryl iodides.
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Organophosphorus-catalyzed diaza-Wittig reaction: application to the synthesis of pyridazines

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7159-7166
DOI: 10.1039/C4OB01201A, PaperHassen Bel Abed, Oscar Mammoliti, Omprakash Bande, Guy Van Lommen, Piet Herdewijn
The elaboration of the first organophosphorus-catalyzed diaza-Wittig reaction is reported.
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An economical and environmentally friendly oxidative biaryl coupling promoted by activated MnO2

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01409J, PaperJingjing Yang, Shutao Sun, Ziyu Zeng, Hongbo Zheng, Wei Li, Hongxiang Lou, Lei Liu
A mild, economical, and environmentally friendly oxidative biaryl coupling by MnO2 was developed to deliver five- to eight-membered tricyclic products.
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Efficient synthesis of conformationally constrained, amino-triazoloazepinone-containing di- and tripeptides via a one-pot Ugi-Huisgen tandem reaction

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6986-6989
DOI: 10.1039/C4OB01381F, CommunicationT. M. A. Barlow, M. Jida, D. Tourwe, S. Ballet
Herein we describe a catalyst-free procedure employing an Ugi-4CR followed by a thermal azide-alkyne Huisgen cycloaddition to generate a 16-member library with up to four points of diversification and high atom economy.
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A concise synthesis of (alkynyl)(trifluoromethyl)sulfanes via a bismuth(III)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethanesulfanylamide

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01451K, PaperJie Sheng, Jie Wu
A bismuth(III)-promoted reaction of trimethyl(alkynyl)silanes with trifluoromethanesulfanylamide is developed, giving rise to (alkynyl)(trifluoromethyl)sulfanes in good yields.
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A new approach to asymmetric synthesis of infectocaryone

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01162G, PaperXiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen Jiang, Jiangfeng Lin, Xiaochuan Chen
A new approach to the asymmetric synthesis of infectocaryone featuring a regioselective and stereoselective Diels-Alder reaction of an isomeric dienophile mixture is developed.
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Base-promoted dehydrogenative coupling of benzene derivatives with amides or ethers

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01253D, CommunicationRyota Ueno, Eiji Shirakawa
Electronically neutral and deficient benzene derivatives are introduced into the dehydrogenative coupling as arenes that couple with amides/ethers.
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Total synthesis and biological studies of cryptocin and derivatives of equisetin and fusarisetin A

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01149J, PaperLili Kong, Mingjin Rao, Jinjie Ou, Jun Yin, Weiqiang Lu, Mingyao Liu, Xiufeng Pang, Shuanhu Gao
Total synthesis of cryptocin, derivatives of equisetin and fusarisetin A were achieved based on the biosynthetic hypothesis. The biological studies of their inhibitory effects on breast cancer cells (MDA-MB-231) survival and metastasis were further investigated.
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Understanding the polar mechanism of the ene reaction. A DFT study

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01279H, PaperLuis R. Domingo, Maria J. Aurell, Patricia Perez
A good correlation between the activation energy and global electron density transfer at the transition structure of ene reactions has been found. The proposed polar mechanism can be easily predicted analysing the electrophilicity/nucleophilicity indices of the reagents.
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Modulation of DNA-polyamide interaction by [small beta]-alanine substitutions: a study of positional effects on binding affinity, kinetics and thermodynamics

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01456A, PaperShuo Wang, Karl Aston, Kevin J. Koeller, G. Davis Harris, Nigam P. Rath, James K. Bashkin, W. David Wilson
The substitution of an internal pyrrole with a [small beta] motif has large and diverse effects on hairpin polyamide-DNA binding affinity, kinetics and binding orientation.
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Development and mechanistic studies of an optimized receptor for trimethyllysine using iterative redesign by dynamic combinatorial chemistry

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7059-7067
DOI: 10.1039/C4OB01249F, PaperNicholas K. Pinkin, Marcey L. Waters
Iterative monomer redesign leads to a Kme3-peptide receptor with 10-fold tighter affinity and 5-fold improved selectivity over Kme2 than the original receptor. Thermodynamic analysis provides insight into this improvement.
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Linear synthesis of the branched pentasaccharide repeats of O-antigens from Shigella flexneri 1a and 1b demonstrating the major steric hindrance associated with type-specific glucosylation

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01200C, PaperJason M. Hargreaves, Yann Le Guen, Catherine Guerreiro, Karine Descroix, Laurence A. Mulard
Shigella flexneri serotypes 1b and 1a are Gram-negative enteroinvasive bacteria causing shigellosis in humans.
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Nickel-catalyzed substitution reactions of propargyl halides with organotitanium reagents

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00677A, PaperQing-Han Li, Jung-Wei Liao, Yi-Ling Huang, Ruei-Tang Chiang, Han-Mou Gau
A simple and mild catalytic coupling reaction of propargyl halides with organotitanium reagents is reported.
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Novel ruthenium-catalyst for hydroesterification of olefins with formates

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6972-6976
DOI: 10.1039/C4OB01246A, CommunicationIrina Profir, Matthias Beller, Ivana Fleischer
A new catalyst based on a bidentate P,N-ligand and ruthenium dodecacarbonyl for the hydroesterification of olefins with formates is reported.
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Synthesis of a chiral building block for highly functionalized polycyclic ethers

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01439A, PaperG. Pazos, M. Perez, Z. Gandara, G. Gomez, Y. Fall
An efficient procedure for preparing enantiopure polycyclic ethers based on the furan singlet oxygen oxidation approach is reported.
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Silver triflate and triflic anhydride-promoted expedient synthesis of acylated 1-aminoisoquinolines

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6982-6985
DOI: 10.1039/C4OB01301H, CommunicationYuewen Li, Liang Gao, Hui Zhu, Guangming Li, Zhiyuan Chen
A practical and convergent synthesis of biologically active 1-(N-acyl)-1-aminoisoquinolines from the reaction of 2-alkynylbenzaldoximes with amides has been realized.
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A facile manganese dioxide mediated oxidation of primary benzylamines to benzamides

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7150-7158
DOI: 10.1039/C4OB01166J, PaperA. Poeschl, D. M. Mountford
An efficient and high yielding manganese dioxide mediated oxidation of benzylamines to the corresponding amides under mild reaction conditions.
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Developing principles for predicting ionic liquid effects on reaction outcome. A demonstration using a simple condensation reaction

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7092-7099
DOI: 10.1039/C4OB01070A, PaperSinead T. Keaveney, Karin S. Schaffarczyk McHale, Ronald S. Haines, Jason B. Harper
Predictions of the effects of the proportion and the components of an ionic liquid on the reaction rate are shown to correlate well with experimental results.
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A convenient tandem one-pot synthesis of donor-acceptor-type triphenylene 2,3-dicarboxylic esters from diarylacetylene

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6977-6981
DOI: 10.1039/C4OB01503G, CommunicationChun Feng, Xian-Li Tian, Jing Zhou, Shi-Kai Xiang, Wen-Hao Yu, Bi-Qin Wang, Ping Hu, Carl Redshaw, Ke-Qing Zhao
An efficient one-pot synthetic procedure was developed for the direct preparation of polysubstituted triphenylene 2,3-dicarboxylic esters via a tandem addition process from diarylacetylene.
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Short asymmetric synthesis of phenanthroindolizidines through chiral homoallylic sulfinamines

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7018-7025
DOI: 10.1039/C4OB01133C, PaperCintia Anton-Torrecillas, Jose C. Gonzalez-Gomez
An expeditious synthesis of enantioenriched phenanthroindolizidines has been achieved using tert-butylsulfinamide as a chiral inductor and without any other protecting group.
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