Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Highly efficient modular metal-free synthesis of 3-substituted 2-quinolones

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9786-9788
DOI: 10.1039/C4OB02131B, CommunicationAlexander V. Aksenov, Alexander N. Smirnov, Nicolai A. Aksenov, Inna V. Aksenova, Asiyat S. Bijieva, Michael Rubin
A modular approach to 3-substituted 2-quinolones via a cascade annulation reaction between 4-nitroketones and hydrazines has been developed.
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Primary amino acid catalyzed asymmetric intramolecular Mannich reaction for the synthesis of 2-aryl-2,3-dihydro-4-quinolones

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9789-9792
DOI: 10.1039/C4OB02146K, CommunicationBuddhadeb Mondal, Subhas Chandra Pan
A high enantioselective synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed via intramolecular Mannich reaction using primary amino acids as catalysts.
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A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9764-9768
DOI: 10.1039/C4OB02107J, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Chou-Hsiung Chen, Sivaneswary Genapathy, Peter M. Fischer, Weng C. Chan
Utilising a chiral auxiliary-facilitated Strecker amino acid synthesis strategy, indole-substituted (S)-tryptophans have been obtained from corresponding indoles; the former in turn were used for the synthesis of a potent antibacterial agent, argyrin and its analogues.
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Synthesis of coenzyme A thioesters using methyl acyl phosphates in an aqueous medium

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9760-9763
DOI: 10.1039/C4OB02079K, CommunicationMohan Pal, Stephen L. Bearne
Regioselective S-acylation of coenzyme A is achieved under aqueous conditions using various aliphatic and aromatic carboxylic acids activated as their methyl acyl phosphate monoesters.
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Anion carrier formation by calix[4]arene-bis-hydroxymethylphosphonic acid in bilayer membranes

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9811-9821
DOI: 10.1039/C4OB01886A, PaperOleg Ya. Shatursky, Ludmila A. Kasatkina, Roman V. Rodik, Sergiy O. Cherenok, Alexander A. Shkrabak, Tatiana O. Veklich, Tatiana A. Borisova, Sergyi O. Kosterin, Vitaly I. Kalchenko
Calix[4]arene C-99-mediated ionic transport follows mobile carrier mode of facilitated diffusion (relative permeability PCl-/PK+ [similar] 3) with the passage of 20 ions per second.
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Sulfinate derivatives: dual and versatile partners in organic synthesis

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9743-9759
DOI: 10.1039/C4OB01727G, Review ArticleJessy Aziz, Samir Messaoudi, Mouad Alami, Abdallah Hamze
Recent advances in the preparation and synthetic uses of sulfinic acids and their derivatives are highlighted in this review. They are used as versatile partners in sulfonylative and desulfitative reactions.
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Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9781-9785
DOI: 10.1039/C4OB01807A, CommunicationGuohua Chen, Qiang Yin, Jian Yin, Xiangying Gu, Xiao Liu, Qidong You, Yue-Lei Chen, Bing Xiong, Jingkang Shen
Tf2O mediated dehydrative glycosylation was enabled by strained olefins, including beta-(-)-pinene, and inhibited by other typical bases.
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Palladium catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums, an approach to ring fused carbazole derivatives

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9777-9780
DOI: 10.1039/C4OB02170C, CommunicationYongcheng Wu, Xiaopeng Peng, Bingling Luo, Fuhai Wu, Bo Liu, Fenyun Song, Peng Huang, Shijun Wen
As the tile reaction shows, an array of dibenzocarbazoles were obtained via dual C-H functionalization of indoles with cyclic diaryliodoniums in a single operation.
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Highly enantioselective reaction of 2-oxindoles with (3-indolyl)methanols by cooperative Catalysis of a Lewis acid and organocatalyst

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9881-9886
DOI: 10.1039/C4OB02035A, PaperChuan-Li Ren, Tao Zhang, Xing-Yong Wang, Tao Wu, Jing Ma, Qing-Qing Xuan, Feng Wei, Hong-Yan Huang, Dong Wang, Li Liu
An efficient cooperative biscinchona alkaloid and Lewis acid catalytic system was developed in the enantioselective [small alpha]-alkylation of 2-oxindoles with (3-indolyl)(phenyl)methanols.
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Synthesis and biological evaluation of imidazo[1,5-a]pyridine-benzimidazole hybrids as inhibitors of both tubulin polymerization and PI3K/Akt pathway

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9864-9880
DOI: 10.1039/C4OB01930J, PaperAhmed Kamal, A. V. Subba Rao, V. Lakshma Nayak, N. V. Subba Reddy, Konderu Swapna, G. Ramakrishna, Mallika Alvala
Imidazo[1,5-a]pyridine-benzimidazole hybrids are firstly reported herein to induce cytotoxicity by targeting microtubules.
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New insights into the structure-spectrum relationship in S65T/H148D and E222Q/H148D green fluorescent protein mutants: a theoretical assessment

29 November, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,9845-9852
DOI: 10.1039/C4OB01462F, PaperPau Armengol, Ricard Gelabert, Miquel Moreno, Jose M. Lluch
Dynamic simulations and excited state calculations track the origin of the absorption spectrum red-shift in two green fluorescent protein mutants.
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A Case of Oxoanions Recognition Based on Combined Cationic and Neutral C-H Hydrogen Bond Interactions[dagger]

27 November, 2014 - 17:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02288B, PaperPedro Molina, Antonio Caballero, Fabiola Zapata, Paula Sabater
Novel bidentate bis-(benzimidazolium) receptor containing pyrene as fluorescent signaling units has been synthesized. Fluorescent and NMR spectroscopy studies reveal that this receptor exclusively recognizes sulphate and hydrogenpyrophosphate in the competitive...
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Base-switched annuloselectivity in the reactions of ethyl malonyl chloride and imines

27 November, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,9822-9830
DOI: 10.1039/C4OB01454E, PaperZhanhui Yang, Siqi Li, Zhong Zhang, Jiaxi Xu
The [2 + 2] and [2 + 2 + 2] annuloselectivity in the reactions of ethyl malonyl chloride with imines was controlled by different bases, providing a simple synthesis of [small beta]-lactam-3-carboxylates and 2,3-dihydro-1,3-oxazin-4-ones.
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An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform

27 November, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,9773-9776
DOI: 10.1039/C4OB02012J, CommunicationKenta Asahina, Suguru Matsuoka, Ryosuke Nakayama, Toshiyuki Hamura
An efficient synthetic method of 1,3-bis(arylethynyl)isobenzofurans is developed.
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1-Trifluoromethylated isoquinolines via radical trifluoromethylation of isonitriles

27 November, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,9895-9898
DOI: 10.1039/C4OB02145B, PaperBo Zhang, Armido Studer
A simple and efficient approach to biologically important 1-trifluoroalkylated isoquinolines starting with readily prepared [small beta]-aryl-[small alpha]-isocyano-acrylates and Rf-I(III)-reagents (Rf = CF3, C2F5, C3F7) is described.
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Conformational equilibria in selected A-type trimeric procyanidins

27 November, 2014 - 17:54

Org. Biomol. Chem., 2014, 12,9837-9844
DOI: 10.1039/C4OB02086C, PaperMarta K. Dudek (Jamroz), Slawomir Kazmierski, Kamil Stefaniak, Vitold B. Glinski, Jan. A. Glinski
There are two favored conformations of A-type procyanidin trimers: the (+[small phi])-rotamer and the (-[small phi]) one. Their ratio depends on the procyanidin structure and solvent - different solvents favor different conformers.
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Water-Soluble Aryl-Extended Calix[4]pyrroles with Unperturbed Aromatic Cavities: Synthesis and Binding Studies

25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02108H, PaperPablo Ballester, Stanislaw Zankowski, Daniel Hernandez-Alonso, Louis Adriaenssens
We report the synthesis of a novel, water-soluble aryl-extended calix[4]pyrrole receptor. The water-solubilising groups are placed at the lower rim of the receptor, leaving the binding pocket unperturbed and open...
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UV-visible and 1H-15N NMR Spectroscopic Studies of Colorimetric Thiosemicarbazide Anion Sensors

25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02091J, PaperKristina N Farrugia, Damjan Makuc, Agnieszka Podborska, Konrad Szacilowski, Janez Plavec, David C Magri
Four model thiosemicarbazide anion chemosensors containing three N-H bonds, substituted with phenyl and/or 4-nitrophenyl units, were synthesised and studied for their anion binding abilities with hydroxide, fluoride, acetate, hypophosphate and...
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A library of 1,2,3-triazole-substituted oleanolic acid derivatives as anticancer agents: design, synthesis, and biological evaluation

25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01605J, PaperGaofei Wei, Shuai Wang, Weijing Luan, Shanshan Cui, Fengran Li, Yongliang Liu, Yang Liu, Mao-sheng Cheng
A series of novel oleanolic acid coupled 1,2,3-triazole derivatives have been designed and synthesized by employing a Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The anti-proliferative evaluation indicated that some compounds...
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Gd(OTf)3-Catalyzed the Synthesis of Geranyl Esters for the Intramolecular Radical Cyclization of their Epoxides Mediated by Titanocene(III)

25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02312A, PaperWilliam Hernan Garcia, Carlos Eduardo Puerto Galvis, Vladimir V. Kouznetsov
A selective and mild method for the esterification of a variety of carboxylic acids with geraniol was developed. We demonstrated that the use of triphenylphosphine, I2, 2-methyl imidazole or imidazole...
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