Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Synthesis of N-vinylindoles through copper catalyzed cyclization reaction of N-(2-alkynylphenyl)imine

27 June, 2015 - 22:54

Org. Biomol. Chem., 2015, 13,6931-6934
DOI: 10.1039/C5OB00746A, CommunicationZhi-Qiang Wang, Xu Zhang, Lin-Tao Yu, Wu-Tao Mao, Chang-Zhong Chen, Kun Xu
A Cu(II)-catalyzed cyclization reaction of N-(2-alkynylphenyl)imine to synthesize substituted N-vinylindoles is developed.
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An efficient and practical approach to trifluoromethylthiolation of [small alpha]-haloketones/[small alpha]-haloarylmethanes

25 June, 2015 - 22:17

Org. Biomol. Chem., 2015, 13,6935-6939
DOI: 10.1039/C5OB00858A, CommunicationMin Jiang, Fangxia Zhu, Haoyue Xiang, Xing Xu, Lianfu Deng, Chunhao Yang
An efficient and practical approach to the trifluoromethylthiolation of [small alpha]-haloketones/[small alpha]-haloarylmethanes was developed, providing an unprecedentedly easy entry to various [small alpha]-SCF3-substituted ketones/arylmethanes.
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Aggregation of asphaltene model compounds using a porphyrin tethered to a carboxylic acid

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6984-6991
DOI: 10.1039/C5OB00836K, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Matthias Schulze, Marc P. Lechner, Jeffrey M. Stryker, Rik R. Tykwinski
Two model compounds are used in NMR spectroscopic studies to probe aggregation toward unraveling the mysteries of intermolecular interactions in asphaltenes, which are the heaviest portions of petroleum.
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Rapid and scalable synthesis of innovative unnatural [small alpha],[small beta] or [gamma]-amino acids functionalized with tertiary amines on their side-chains

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,7020-7026
DOI: 10.1039/C5OB00828J, PaperSeverine Schneider, Hussein Ftouni, Songlin Niu, Martine Schmitt, Frederic Simonin, Frederic Bihel
We report a selective ruthenium catalyzed reduction of tertiary amides on the side chain of Fmoc-Gln-OtBu derivatives, leading to innovative unnatural [small alpha],[small beta] or [gamma]-amino acids functionalized with tertiary amines.
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Organocatalytic asymmetric Michael addition of 1-acetylcyclohexene and 1-acetylcyclopentene to nitroolefins

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,7076-7083
DOI: 10.1039/C5OB00878F, PaperUtpal Nath, Ankush Banerjee, Bidhan Ghosh, Subhas Chandra Pan
The first organocatalytic asymmetric Michael reaction between [small alpha]-branched enones namely 1-acetylcyclohexene, 1-acetylcyclopentene and 1-acetylcyclobutene with nitroolefins has been developed using primary amines as catalysts.
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Synthesis and in vitro cytotoxicity of cross-conjugated prostaglandin A and J series and their hydroxy derivatives

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,7000-7012
DOI: 10.1039/C5OB00550G, PaperRemigiusz Zurawinski, Marian Mikolajczyk, Marcin Cieslak, Karolina Krolewska, Julia Kazmierczak-Baranska
An efficient synthetic protocol for the synthesis of enantiomerically pure cyclopentenone prostaglandin derivatives is described and the anticancer activity of these derivatives was determined.
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Surface-promoted aggregation of amphiphilic quadruplex ligands drives their selectivity for alternative DNA structures

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,7034-7039
DOI: 10.1039/C5OB00692A, PaperAurelien Laguerre, Yi Chang, Marc Pirrotta, Nicolas Desbois, Claude P. Gros, Eric Lesniewska, David Monchaud
The surface-promoted aggregation of a structurally fine-tuned TMPyP4 derivative allows for the straightforward visualization of the quadruplex/ligand interactions via high-speed AFM.
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Palladium-catalyzed ortho-acyloxylation of N-nitrosoanilines via direct sp2 C-H bond activation

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6958-6964
DOI: 10.1039/C5OB00691K, PaperDan-Dan Li, Yi-Xuan Cao, Guan-Wu Wang
The palladium-catalyzed N-nitroso-directed ortho-acyloxylation of N-nitrosoanilines has been demonstrated via sp2 C-H activation with PhI(OAc)2 as the oxidant and Ac2O/AcOH (1 : 1) or C2H5CO2H as the reaction medium.
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Detection of boronic acid derivatives in cells using a fluorescent sensor

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6927-6930
DOI: 10.1039/C5OB00753D, CommunicationYoshihide Hattori, Miki Ishimura, Youichirou Ohta, Hiroshi Takenaka, Tsubasa Watanabe, Hiroki Tanaka, Koji Ono, Mitsunori Kirihata
To develop a detection method for boronic acid derivatives, boron-chelating ligands were synthesized as fluorescent sensors for boronic acid derivatives.
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Peptide 2-formylthiophenol esters do not proceed through a Ser/Thr ligation pathway, but participate in a peptide aminolysis to enable peptide condensation and cyclization

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6922-6926
DOI: 10.1039/C5OB00825E, CommunicationChun Ling Tung, Clarence T. T. Wong, Xuechen Li
Peptide thiol salicylaldehyde esters unexpectedly do not follow a Ser/Thr ligation pathway, but proceed towards a peptide aminolysis in DMSO.
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meso-Tetraphenylporphyrin with a pi-system extended by fusion with anthraquinone

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6977-6983
DOI: 10.1039/C5OB00884K, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Mikhail A. Filatov, Ernesta Heinrich, Katharina Landfester, Stanislav Baluschev
Fusion of a porphyrin with anthraquinone through the synthesis of a suitably substituted pyrrole that can be cyclotetramerized and the optical properties of the resulting molecular system are described.
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Mild electrophilic trifluoromethylthiolation of ketones with trifluoromethanesulfanamide

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6992-6999
DOI: 10.1039/C5OB00960J, PaperWei Wu, Xuxue Zhang, Fang Liang, Song Cao
A straightforward and convenient approach for trifluoromethylthiolation of various acyclic and cyclic ketones with PhNHSCF3 is described. The reaction proceeds smoothly in the presence of acetyl chloride at room temperature and affords [small alpha]-trifluoromethylthiolated ketones in fair to good yields.
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Recent developments and applications of the Cadiot-Chodkiewicz reaction

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6891-6905
DOI: 10.1039/C5OB00697J, Review ArticleK. S. Sindhu, Amrutha P. Thankachan, P. S. Sajitha, Gopinathan Anilkumar
The classical heterocoupling of a 1-haloalkyne with a terminal alkyne catalyzed by copper salts in the presence of a base for the synthesis of unsymmetrical diynes is termed the Cadiot-Chodkiewicz coupling reaction.
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Biomimetic flavin-catalysed reactions for organic synthesis

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00854A, Review ArticleH. Iida, Y. Imada, S.-I. Murahashi
Using simple riboflavin related compounds as biomimetic catalysts, catalytic oxidation of various substrates with hydrogen peroxide or molecular oxygen can be performed selectively under mild conditions. The principle of these reactions is fundamental and will provide a wide scope for environmentally benign future practical methods.
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Benziporphyrins, a unique platform for exploring the aromatic characteristics of porphyrinoid systems

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00892A, Review ArticleTimothy D. Lash
Benziporphyrins and related systems exhibit a wide range of properties and may possess nonaromatic, strongly aromatic or even antiaromatic characteristics.
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The origin of the anomeric effect: probing the impacts of stereoelectronic interactions

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6965-6976
DOI: 10.1039/C5OB00585J, PaperNeda Hasanzadeh, Davood Nori-Shargh, Mahdieh Farzipour, Bahareh Ahmadi
To gain further insight on the origin of the anomeric effect, the correlations between SE, EM, PETR, bond-orders, donor and acceptor orbital energies and occupancies, structural parameters and configurational behavior of dihalo-1,4-oxathianes were investigated.
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Chelate effects in sulfate binding by amide/urea-based ligands

23 June, 2015 - 21:54

Org. Biomol. Chem., 2015, 13,6953-6957
DOI: 10.1039/C5OB00618J, PaperChuandong Jia, Qi-Qiang Wang, Rowshan Ara Begum, Victor W. Day, Kristin Bowman-James
Chelate and mini-chelate effects on sulfate binding was explored for six amide-, amide/amine-, urea-, and urea/amine-based ligands in water-mixed DMSO-d6. The urea hosts were highly selective for SO42-, and displayed enhanced binding and greater tolerance for increasing water content as the number of chelate groups increased.
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Truce-Smiles rearrangement of substituted phenyl ethers

21 June, 2015 - 21:17

Org. Biomol. Chem., 2015, 13,6754-6765
DOI: 10.1039/C5OB00812C, PaperJoel R. Kosowan, Zemane W'Giorgis, Ravneet Grewal, Tabitha E. Wood
This study of the Truce-Smiles rearrangement has revealed interesting tandem reactions, unprecedented systematic substituent effects, and new mechanistic insight.
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Cyanine polyene reactivity: scope and biomedical applications

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00788G, Review ArticleAlexander P. Gorka, Roger R. Nani, Martin J. Schnermann
Reactions involving the covalent modification of the cyanine polyene are enabling emerging approaches in optical sensing, super-resolution imaging, and near-IR uncaging.
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Mitochondrially targeted redox probe reveals the variations in oxidative capacity of the haematopoietic cells

17 June, 2015 - 20:17

Org. Biomol. Chem., 2015, 13,6686-6689
DOI: 10.1039/C5OB00928F, CommunicationAmandeep Kaur, Kurt W. L. Brigden, Timothy F. Cashman, Stuart T. Fraser, Elizabeth J. New
NpFR2 is a fluorescent sensor that can reversibly measure changes in the mitochondrial redox environment.
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