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Synthesis of novel symmetrical 2-oxo-spiro[indole-3,4'-pyridines] by reaction of oxindoles with 1,2-diaza-1,3-dienes

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01959H, PaperFabio Mantellini, O A Attanasi, Lucia De Crescentini, Gianfranco Favi, Linda Antonella Campisi
A simple reaction of some oxindole derivatives with 1,2-diaza-1,3-dienes to produce 2-oxo-spiro[indole-3,4'-pyridines] in good yields is here described. This transformation represents a practical two steps approach to new and biologically...
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Biomineralization-inspired synthesis of functional organic/inorganic hybrid materials: organic molecular control of self-organization of hybrids

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01796J, Review ArticleAtushi Arakaki, Katsuhiko Shimizu, Mayumi Oda, Takeshi Sakamoto, Tatsuya Nishimura, Takashi Kato
Organisms produce various organic/inorganic hybrid materials, which are called biominerals. They form through the self-organization of organic molecules and inorganic elements under ambient conditions. Biominerals often show highly organized and...
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Synthesis and Biological Evaluation of (-)-Kainic Acid Analogues as Phospholipase D-Coupled Metabotropic Glutamate Receptor Ligands

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02002B, PaperChiara - Zanato, Sonia - Watson, Guy S. Bewick, Matteo Zanda, William T Harrison
(-)-Kainic acid potently increases stretch-induced afferent firing in muscle spindles, probably acting through a hitherto uncloned phospholipase D (PLD)-coupled mGlu receptor. Structural modification of (-)-kainic acid was undertaken to explore...
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Improving catalyst activity in secondary amine catalysed transformations

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01916D, PaperJohn B Brazier, Julian Rowley, Timothy J K Gibbs, Sze Chak Yau, A R Kennedy, James A Platts, Leo Samulis, Nicholas C O Tomkinson
The effect on catalyst performance of altering substituents at the 2-position of the Macmillan imidazolidinone has been examined. Condensation of L-phenylalanine N-methyl amide with acetophenone derivatives results in a series...
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Bidirectional Macrocyclization of Peptides by Double Multicomponent Reaction

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01915F, PaperManuel G Ricardo, Fidel E Morales, Hilda Garay, Osvaldo Reyes, Dimitar Vasilev, Ludger A. Wessjohann, Daniel G. Rivera
Increasing the diversity of peptide cyclization methods is an effective way to access new types of macrocyclic chemotypes featuring a wide variety of ring sizes and topologies. Multicomponent reactions (MCRs)...
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Copper-Catalysed [small alpha]-Selective Allylic Alkylation of Heteroaryllithium Reagents

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
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...
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Highly Enantioselective Reaction of 2-Oxindoles with (3-Indolyl)methanols by Cooperative Catalysis of Lewis Acid and Organocatalyst

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02035A, CommunicationChuan-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 alpha-alkylation of 2-oxindoles with (3-indolyl)(phenyl)methanols to provide (2-oxindole)-linker-indole derivatives in good yields(70-83%) with high enantioselectivities(81-92%).
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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

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01930J, PaperAhmed Kamal, Subba Rao A.V., Lakshma Nayak V, Subba Reddy N. V., Swapna Konderu, Ramakrishna G, Mallika Alvala
A series of imidazo[1,5-a]pyridine-benzimidazole hybrids (5a-aa) were prepared and evaluated for their cytotoxic activity against a panel of sixty human tumor cell lines. Among them compounds 5d and 5l showed...
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An Efficient Continuous Flow Approach to Furnish Furan-Based Biaryls.

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01641F, PaperChristopher Gordon, Trieu Trinh, Lacey Hizartzidis, Andrew Lin, Adam McCluskey, David Harman
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]...
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New Insights in the Structure-Spectrum Relationship in S65T/H148D and E222Q/H148D Green Fluorescent Protein Mutants. A Theoretical Assessment.

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01462F, PaperPau Armengol, Ricard Gelabert, Miquel Moreno, Jose M Lluch
Green Fluorescent Protein (GFP) variant S65T/H148D recovers the A-band fluorescence lost in the single mutant S65T and it has been established that Asp148 is the alternate proton acceptor for the...
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Synthesis of highly functionalized C60 fullerene derivatives and their applications in material and life sciences

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01663G, Review ArticleWeibo Yan, Stefan Seifermann, Philippe Pierrat, Stefan Brase
Highly functionalized fullerenes can be efficiently constructed by various techniques. However, the challenge is to synthesize highly symmetrical fullerenes. Recently, a number of X-Ray structures have been disclosed showing the...
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Intramolcular Redox Reaction for the Synthesis of N-Aryl Pyrroles Catalyzed by Lewis Acids

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02009J, PaperHong-Jin Du, Le Zhen, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
An efficient approach to N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield. This methodology is applicable to the synthesis...
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Base-switched annuloselectivity in the reactions of ethyl malonyl chloride and imines

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01454E, PaperZhanhui Yang, Siqi Li, Zhong Zhang, Jiaxi Xu
The base-switched annuloselectivity, namely [2+2] and [2+2+2] selectivitiy, in the reactions of ethyl malonyl chloride and imines is successfully realized. In the presence of the weak nucleophilic base 2-chloropyridine, the...
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An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran by using alkoxybenzocyclobutenone as a reactive platform

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02012J, CommunicationToshiyuki Hamura, Kenta Asahina, Suguru Matsuoka, Ryosuke Nakayama
An efficient synthetic method of 1,3-bis(arylethynyl)isobenzofurans has been developed. Nucleophilic addition of alkynyllithium to benzocyclobutenone and subsequent oxidative ring cleavage of the four-membered ring gave keto-aldehyde, which, in turn, accepted...
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1-Trifluoromethylated isoquinolines via radical trifluoromethylation of isonitriles

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02145B, PaperBo Zhang, Armido STUDER
A simple and efficient approach to biologically important 1-trifluoromethylated isoquinolines starting with readily prepared beta-aryl-alpha-isocyano-acrylates and commercially available Togni reagent as CF3 radical precursor is described. These transformations occur in...
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An AIE active Y-shaped diimidazolylbenzene: aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01635A, CommunicationChengming Li, Chao Gao, Jingbo Lan, Jingsong You, Ge Gao
A simple Y-shaped dimb with AIE property was designed and synthesized. It showed selective fluorescence turn-on toward Cd2+ ion in MeCN/water (2:8, v/v) through aggregation, and also selective fluorescence turn-off...
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Conformational equilibria in selected A-type trimeric procyanidins

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02086C, PaperMarta Katarzyna Dudek (Jamroz), Slawomir Kazmierski, Kamil Stefaniak, Vitold B. Glinski, Jan A. Glinski
A-type procyanidin trimers: cinnamtannin B-1, cinnamtannin D-1, lindetannin, and aesculitannin B, were studied in terms of their conformation and interaction with four solvents: methanol, acetone, DMSO and pyridine. The experiments...
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Selective Oxygenation of Alkynes: A Direct Approach to Diketones and Vinyl Acetate

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01404A, PaperXiao-Feng Xia, Zhen Gu, Wentao Liu, Ningning Wang, Haijun Wang, yong-mei Xia, Haiyan Gao, Xiang Liu
Arylalkynes can convert into [small alpha]-diketones by the use of copper catalyst, and also transform into vinyl acetates under metal-free conditions both in the presence of PhI(OAc)2 as oxidant at room...
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Biosynthesis of 8-hydroxyquinoline-2-carboxylic acid, an iron chelator from the gut of the lepidopteran Spodoptera littoralis

Org. and Biomol. Chem. - 20 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01857E, PaperJelena Pesek, Jiri Svoboda, Martina Sattler, Stefan Bartram, Wilhelm Boland
In the regurgitate (foregut content) of Spodoptera larvae we found high concentrations (0.5 - 5 mM) of 8-hydroxyquinoline-2-carboxylic acid (8-HQA). In a survey of different lepidopteran species, this compound was...
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Remote conformational control of a molecular switch via methylation and deprotonation

Org. and Biomol. Chem. - 20 October, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01991A, PaperPeter C. Knipe, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
Methylation and deprotonation at remote sites of a diphenylacetylene-based molecular switch exert global conformational changes through subtle tuning of a hydrogen-bonding network.
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