Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Protein-mediated dethreading of a biotin-functionalised pseudorotaxane

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,511-516
DOI: 10.1039/C3OB41612G, PaperStuart T. Caldwell, Catherine Maclean, Mathis Riehle, Alan Cooper, Margaret Nutley, Gouher Rabani, Brian Fitzpatrick, Vincent M. Rotello, Brian O. Smith, Belal Khaled, Patrice Woisel, Graeme Cooke
We report the ability of biotin-binding proteins to mediate pseudorotaxane formation between CBPQT4+ and biotin-functionalised guests.
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Ylide mediated carbonyl homologations for the preparation of isatin derivatives

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,406-409
DOI: 10.1039/C3OB42024H, CommunicationChristina T. Lollar, Katherine M. Krenek, Kevin J. Bruemmer, Alexander R. Lippert
An exceptionally mild method for the preparation of isatin derivatives has been developed using a sulfur ylide mediated carbonyl homologation sequence starting from anthranilic acid precursors.
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C-H functionalization directed by transformable nitrogen heterocycles: synthesis of ortho-oxygenated arylnaphthalenes from arylphthalazines

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,410-413
DOI: 10.1039/C3OB42255K, CommunicationShiva K. Rastogi, Derek C. Medellin, Alexander Kornienko
ortho-Oxygenated arylnaphthalenes were successfully synthesized from arylphthalazines by a new C-H oxidation reaction followed by transannulation using an Inverse Electron Demand Diels-Alder process.
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Self-recovering stimuli-responsive macrocycle-equipped supramolecular ionogels with unusual mechanical properties

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,503-510
DOI: 10.1039/C3OB41523F, PaperZhenhui Qi, Nora L. Traulsen, Paula Malo de Molina, Christoph Schlaich, Michael Gradzielski, Christoph A. Schalley
A chiral, crown-ether-functionalized bisurea gelator forms supramolecular gels in ionic liquids.
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Et4NI-catalyzed amidation of aldehydes and alcohols with ammonium salts

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,414-417
DOI: 10.1039/C3OB42037J, CommunicationGao Wang, Qing-Ying Yu, Shan-Yong Chen, Xiao-Qi Yu
An efficient Et4NI-catalyzed oxidative amidation of aldehydes or alcohols with ammonium salts.
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[2n2[small pi] + 2n2[small pi]] Cycloadditions: an alternative to forbidden [4[small pi] + 4[small pi]] processes. The case of nitrone dimerization

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,517-525
DOI: 10.1039/C3OB42014K, PaperDavid Roca-Lopez, Tomas Tejero, Pierluigi Caramella, Pedro Merino
The dimerization of nitrones is a concerted pseudopericyclic process.
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Discovery of novel FabF ligands inspired by platensimycin by integrating structure-based design with diversity-oriented synthetic accessibility

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,486-494
DOI: 10.1039/C3OB41975D, PaperMartin Fisher, Ramkrishna Basak, Arnout P. Kalverda, Colin W. G. Fishwick, W. Bruce Turnbull, Adam Nelson
A novel integrated approach for discovering bioactive small molecules is described.
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In situ approach for testing the enantiopurity of chiral amines and amino alcohols by 1H NMR

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,495-502
DOI: 10.1039/C3OB41671B, PaperSandeep Kumar Mishra, Sachin R. Chaudhari, N. Suryaprakash
An in situ approach involving a simple mix and shake method for testing the enantiopurity of primary, secondary and tertiary chiral amines and their derivatives, chiral amino alcohols, by 1H-NMR spectroscopy is developed.
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Effect of H-bonding and complexation with metal ions on the [small pi]-electron structure of adenine tautomers

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,456-466
DOI: 10.1039/C3OB41653D, PaperOlga A. Stasyuk, Halina Szatylowicz, Tadeusz M. Krygowski
Influence of H-bonding and interactions with metals via complexation (probed by HF, F-, Li+ and Na+) on structural and [small pi]-electronic changes in four of the most stable amino adenine tautomers has been studied in the gas phase using the B3LYP/6-311++G(2d,2p) computational level.
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A practical route for the highly stereoselective synthesis of tetrasubstituted fluoroalkenes

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,467-473
DOI: 10.1039/C3OB42093K, PaperChun-Ru Cao, Song Ou, Min Jiang, Jin-Tao Liu
The synthesis of tetrasubstituted fluoroolefin derivatives through the olefination of [small alpha]-fluoro-[small beta]-carbonyl benzothiazol-2-yl sulfones with various nucleophiles is described.
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NBD-based colorimetric and fluorescent turn-on probes for hydrogen sulfide

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,479-485
DOI: 10.1039/C3OB41870G, PaperChao Wei, Qing Zhu, Weiwei Liu, Wenbin Chen, Zhen Xi, Long Yi
Colorimetric and fluorescent turn-on probes based on thiolyling of NBD ether were explored for selective detection of H2S.
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Competitive binding for triggering a fluorescence response in a hydrazodicarboxamide-based [2]rotaxane

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,474-478
DOI: 10.1039/C3OB41807C, PaperJose Berna, Carlos Franco-Pujante, Mateo Alajarin
Fluorescence switching in a hydrazo [2]rotaxane through a reversible and competitive molecular recognition process.
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Double-degradable responsive self-assembled multivalent arrays - temporary nanoscale recognition between dendrons and DNA

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,446-455
DOI: 10.1039/C3OB42202J, PaperAnna Barnard, Paola Posocco, Maurizio Fermeglia, Ariane Tschiche, Marcelo Calderon, Sabrina Pricl, David K. Smith
A two-step degradation mechanism allows self-assembled multivalency to be switched off, enabling nanostructures with capacity for high-affinity bio-intervention to be converted into small inactive fragments.
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Catalytic enantioselective decarboxylative reactions using organocatalysts

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,394-405
DOI: 10.1039/C3OB42161A, Review ArticleShuichi Nakamura
Catalytic decarboxylative reactions are attractive as biomimetic reactions and environmentally friendly reaction processes.
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A visible light excitable colorimetric and fluorescent ESIPT probe for rapid and selective detection of hydrogen sulfide

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,438-445
DOI: 10.1039/C3OB42052C, PaperYao Liu, Guoqiang Feng
A novel visible light excitable ESIPT probe was developed for rapid, selective, colorimetric and fluorescent detection of H2S in aqueous solution.
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Stereoselective synthesis of protectin D1: a potent anti-inflammatory and proresolving lipid mediator

6 January, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,432-437
DOI: 10.1039/C3OB41902A, PaperM. Aursnes, J. E. Tungen, A. Vik, J. Dalli, T. V. Hansen
A convergent stereoselective synthesis of the potent anti-inflammatory, proresolving and neuroprotective lipid mediator protectin D1 (2) has been achieved in 15% yield over eight steps.
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The Synthesis and Biological Evaluation of Mycobacterial p-Hydroxybenzoic Acid Derivatives (p-HBADs)

2 January, 2014 - 09:54
Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB42277A, PaperJean Bourke, Corinna Brereton, Stephen Gordon, Ed Lavelle, Eoin M Scanlan
Mycobacterium tuberculosis establishes chronic infection and causes disease through manipulation of the host's innate and adaptive immune response. The bacterial cell wall is highly complex and contains a rich variety...
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Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression

2 January, 2014 - 09:54
Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB42333F, PaperMatthew J Piggott, Marco Buccini, Kathryn Punch, Belinda Kaskow, Gavin Flematti, Brian W. Skelton, Lawrence Abraham
An improved synthesis of the anti-inflammatory natural product antrocamphin A (2), involving a key Castro-Stevens reaction, is presented, along with the first total synthesis of its congener antrocamphin B (3)....
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Bronsted acid catalyzed intramolecular benzylic cyclizations of alkylpyridines

2 January, 2014 - 09:54
Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB42039F, PaperChris Pigge, Ashabha I Lansakara, Daniel P Farrell
Aldehyde and ketone electrophiles incorporated into the side chains of 2- and 4-alkylpyridines participate in intramolecular aldol-like condensations with pyridine benzylic carbons in the presence of Bronsted acid catalysts. Pyridines...
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Gold-catalyzed Annulations of Allenes with N-Hydroxyanilines to Form Indole Derivatives with Benzaldehyde as a Promoter

2 January, 2014 - 09:54
Org. Biomol. Chem., 2013, Accepted Manuscript
DOI: 10.1039/C3OB42131G, CommunicationRai-Shung Liu, Rahul Kisan Kawade, Po-Han Huang, Somnath Narayan Karad
Gold-catalyzed syntheses of 2,3-disubstituted indole derivatives from N-hydroxyanilines and allenes are described; these reactions require benzaldehyde as an additive to generate nitrones in situ. Our control experiments indicate that nitrones...
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