Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Indium-Catalyzed Intramolecular Hydroarylation of Aryl Propargyl Ethers

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02033B, PaperLorena Alonso-Maranon, M. Montserrat Martinez, Luis Sarandeses, Jose Perez Sestelo
Indium(III) halides catalyze efficiently the intramolecular hydroarylation (IMHA) of aryl propargyl ethers. The reaction proceeds regioselectively with a variety of electron-rich and electron-deficient benzenes and with terminal and internal alkynes...
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Visible light-mediated dehydrogenative [small beta]-arylsulfonylation of tertiary aliphatic amines with arylsulfonyl chlorides

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01713G, CommunicationMin Chen, Zhi-Tang Huang, Qi-Yu Zheng
[small beta]-Arylsulfonyl enamines were synthesized exclusively in E-form by the reaction of tertiary aliphatic amines with arylsulfonyl chlorides under visible light open to air with 1 mol% Ru(bpy)3(PF6)2 as the photosensor.
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Evaluation of a Focused Virtual Library of Heterobifunctional Ligands for Clostridium difficile Toxins

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01838A, PaperDavid R Bundle, Carlos A Sanhueza, Jonathan Cartmell, Amr El-Hawiet, Adam Szpacenko, Elena Kitova, Rambod Daneshfar, John Klassen, Luiz Eugenio, Kenneth Ng, Pavel I Kitov, Dean E Lang
A focused library of virtual heterobifunctional ligands was generated in silico and a set of ligands with recombined fragments was synthesized and evaluated for binding to Clostridium difficile toxins. The...
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Preparation of Cycloheptane Ring by Nucleophilic Cyclopropanation of 1,2-Diketones with Bis(iodozincio)methane

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01474J, PaperSeijiro Matsubara, Ryosuke Haraguchi, Yoshiaki Takada
We used a microflow system to study the nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane. This reaction afforded the zinc alkoxides of cis-dialkenylcylopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement of cis-dialkenylcylopropane-1,2-diols afforded...
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Synthesis of Maculalactone A and Derivatives for Environmental Fate Tracking Studies

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02042A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Samuel Bader, Michael Luscher, Karl Gademann
Maculalactone A (1) constitutes a promising antifouling agent inhibiting the formation of biofilms in marine and freshwater systems. In this study, we developed a new route based on a late-stage...
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Targeting DNA with small molecules: a comparative study of a library of azonia aromatic chromophores

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01465K, PaperJuan J. Vaquero, Rosa Suarez, Pedro Bosch, Dr. David Sucunza, Ana M. Cuadro, Alberto Domingo, Francisco Mendicuti
A library of azonia aromatic cations has been studied in order to gain an insight into the role of the size, shape and charge distribution on the fluorescence, DNA interactions...
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Copper-catalyzed regioselective synthesis of furan via tandem cycloaddition of ketone with unsaturated carboxylic acid under air

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01320D, PaperAlakananda Hajra, Monoranjan Ghosh, Subhajit Mishra, Kamarul Monir
A catalytic decarboxylative annulation has been developed for the regioselective synthesis of trisubstituted furans by the cycloaddition of ketones with [small alpha],[small beta]-unsaturated carboxylic acids under ambient air. A library of furan...
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Bronsted acid promoted addition-cyclization and C-C bond cleavage: a convenient synthesis of 2-amino-5-aroylmethylthiazoles derivatives

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01519C, PaperFan Ni, Yan Yang, Wen-Ming Shu, Jun-Rui Ma, An-Xin Wu
A Bronsted acid promoted synthesis of 2-amino-5-aroylmethylthiazoles has been developed via C-C bond cleavage reaction. The products can be easily transformed into PLTP and CETP inhibitor, and are useful precursors to access novel biheterocycles.
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Irriversible Covalent Modification of Type I Dehydroquinase by a Stable Schiff Base

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01782J, PaperLorena Tizon, Maria Maneiro, Antonio Peon, Jose Otero, Emilio Lence, Sergio Poza, Mark J. van Raaij, Paul Thompson, Alastair R. Hawkins, Concepcion Gonzalez-Bello
The irreversible inhibition of type I dehydroquinase (DHQ1), the third enzyme of the shikimic acid pathway, has been investigated by structural, biochemical and computational studies. Two epoxides, which are mimetics...
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Improved synthesis of the super antioxidant, ergothioneine and its biosynthetic pathway intermediates.

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02023E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Anwar Jardine, Peguy Lutete Khonde
Ergothioneine along with mycothiol, are low molecular mass redox protective thiols present in Actinomycetes, in particular mycobacteria. We report the improved chemical synthesis of ergothioneine (ESH) and biosynthetic pathway intermediates...
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Synthesis and Antifungal Activity of 1,2,3-Triazole Phenylhydrazone Derivatives

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01758G, PaperZhicheng Dai, Yongfei Chen, Mao Zhang, Shengkun Li, Tingting Yang, Li Shen, Jianxin Wang, Shao-Song Qian, Hai-Liang Zhu, Yonghao Ye
A series of 1,2,3-triazole phenylhydrazone were designed and synthesized as antifungal agents. Their structures were determined based on 1H-NMR spectroscopy, MS, elemental analysis and X-ray single-crystal diffraction. The antifungal activities...
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Strained Olefin Enables Triflic Anhydride Mediated Direct Dehydrative Glycosylation

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01807A, CommunicationGuohua Chen, Qiang Yin, jian yin, Xiangying Gu, Xiao Liu, Qidong You, Yue-Lei Chen, Bing Xiong, Jingkang Shen
For the first time, we demonstrated that the Tf2O mediated direct dehydrative glycosylation was possible simply with strained olefins, and other typical bases were inhibitors of this reaction. We optimized...
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Chiral recognition with a benzofuran receptor which mimics an oxyanion hole

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01954G, PaperAngel L. Fuentes de Arriba, Angel Gomez Herrero, Omayra Hernandez Rubio, Laura Marcos Monleon, Luis Simon, Victoria Alcazar, Francisca Sanz, Joaquin Rodriguez Moran
A new chiral benzofuran receptor has been synthesized and its properties in the association of amino acid derivatives have been studied. X-ray structures were obtained and these corroborate the presence...
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Mixed non-covalent assemblies of ethynyl nile red and ethynyl pyrene along oligonucleotide templates

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01860E, PaperPhilipp Ensslen, Yannic Fritz, Hans-Achim Wagenknecht
Ethynyl pyrene and ethynyl nile red as modifications at the 5-position of 2'-deoxuridines self-assemble non-covalently and specifically along oligo-2'-deoxyadenosines as templates. Oligo-2'-deoxyadenosines of the lengths (dA)10 - (dA)20 are able...
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Efficient Merging of Copper and Photoredox Catalysis for the Asymmetric Cross-Dehydrogenative-Coupling of Alkynes and Tetrahydroisoquinolines

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02138J, PaperInna Perepichka, Soumen Kundu, Zoe Hearne, Chao-Jun Li
A highly efficient catalytic asymmetric alkynylation of prochiral CH2 groups in tetrahydroisoquinoline was developed using copper catalyzed cross-dehydrogenative-coupling of sp3 and sp C-H bonds with the assistance of a photocatalyst...
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Correction: Non-isoprenoid polyene natural products - structures and synthetic strategies

28 October, 2014 - 10:17
Org. Biomol. Chem., 2014, 12,9029-9031
DOI: 10.1039/C4OB90153C, CorrectionKatrina S. Madden, Fathia A. Mosa, Andrew Whiting
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Solution structure of a cucurbit[8]uril induced compact supramolecular protein dimer

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01729C, CommunicationDung T. Dang, Ralph P. G. Bosmans, Christian Moitzi, Ilja K. Voets, Luc Brunsveld
Cucurbit[8]uril induces protein dimerization of fluorescent proteins with a flexible FGG-tagged N-terminus into a compact z-shaped dimer revealed by SAXS.
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Copper-catalysed [small alpha]-selective allylic alkylation of heteroaryllithium reagents

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01896F, CommunicationCarlos Vila, Valentin Hornillos, Martin Fananas-Mastral, Ben L. Feringa
2-Allyl-substituted thiophenes and furans are synthesised efficiently in a direct procedure using 2-heteroaryllithium reagents and allyl bromides and chlorides catalysed by ligand-free copper(I). The reactions take place under mild conditions, with excellent [small alpha]-selectivity, high functional group tolerance and good yields for the SN2 products.
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An efficient continuous flow approach to furnish furan-based biaryls

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01641F, PaperTrieu N. Trinh, Lacey Hizartzidis, Andrew J. S. Lin, David G. Harman, Adam McCluskey, Christopher P. Gordon
Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart[trade mark sign] FC1032[trade mark sign].
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Synthesis of highly functionalized C60 fullerene derivatives and their applications in material and life sciences

28 October, 2014 - 10:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01663G, Review ArticleWeibo Yan, Stefan M. Seifermann, Philippe Pierrat, Stefan Brase
Highly functionalized fullerenes can be efficiently constructed by various techniques.
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