Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Fluorescent PET probes based on perylene-3,4,9,10-tetracarboxylic tetraesters

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1564-1568
DOI: 10.1039/C5OB02540K, CommunicationRajeev K. Dubey, Gergely Knorr, Nick Westerveld, Wolter F. Jager
We demonstrate that perylene tetraester-based fluorescent PET probes with aniline receptors attached at the bay-positions are superior pH-sensitive "light-up" probes, with high fluorescence quantum yields [capital Phi]F and huge fluorescent enhancements.
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Total synthesis of (+/-)-epithuriferic acid methyl ester via Diels-Alder reaction

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1822-1830
DOI: 10.1039/C5OB02368H, PaperMarek Koprowski, Piotr Balczewski, Krzysztof Owsianik, Ewa Rozycka-Sokolowska, Bernard Marciniak
The first total synthesis of (+/-)-epithuriferic acid methyl ester from non-natural sources, in four steps (20% overall yield) is reported in this paper.
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Synthesis of substituted benzo[ij]imidazo[2,1,5-de]quinolizine by rhodium(III)-catalyzed multiple C-H activation and annulations

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1814-1821
DOI: 10.1039/C5OB02515J, PaperQingmei Ge, Bin Li, Baiquan Wang
The cascade oxidative annulation reactions of aryl imidazoles with two molecules of alkynes via multiple C-H activation proceed efficiently in the presence of [Cp*RhCl2]2 and Cu(OAc)2[middle dot]H2O to give substituted benzo[ij]imidazo[2,1,5-de]quinolizine-based polyheteroaromatic compounds.
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Synthesis of polyhydroxylated pyrrolidines from sugar-derived bromonitriles through a cascade addition of allylmagnesium bromide/cyclization/reduction

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1764-1776
DOI: 10.1039/C5OB02573G, PaperMichal Malik, Slawomir Jarosz
The synthesis of polyhydroxylated 2-allylpyrrolidines from sugar-derived bromonitriles in a cascade addition of allylmagnesium bromide/SN2 cyclization/reduction with Zn(BH4)2 is described.
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Structure of olefin-imidacloprid and gas-phase fragmentation chemistry of its protonated form

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1715-1726
DOI: 10.1039/C5OB02371H, PaperRoberto Fusetto, Jonathan M. White, Craig A. Hutton, Richard A. J. O'Hair
Gas-phase fragmentation reactions of protonated olefin-imidacloprid.
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Catalytic asymmetric [3 + 2]-cycloaddition for stereodivergent synthesis of chiral indolyl-pyrrolidines

5 February, 2016 - 02:54

Org. Biomol. Chem., 2016, 14,1831-1839
DOI: 10.1039/C5OB02278A, PaperTakayoshi Arai, Chihiro Tokumitsu, Tomoya Miyazaki, Satoru Kuwano, Atsuko Awata
The stereochemical divergent synthesis of indolyl-pyrrolidines was accomplished using an imidazoline-aminophenol (IAP)-Ni(OAc)2 complex and a bis(imidazolidine)pyridine (PyBidine)-Cu(OTf)2 complex.
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Catalytic asymmetric hetero-Diels-Alder reactions of enones with isatins to access functionalized spirooxindole tetrahydropyrans: scope, derivatization, and discovery of bioactives

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1777-1783
DOI: 10.1039/C5OB02393A, PaperHai-Lei Cui, Pandurang V. Chouthaiwale, Feng Yin, Fujie Tanaka
Concise hetero-Diels-Alder reactions were developed to provide various functionalized spirooxindole tetrahydropyrans useful for the discovery of bioactive molecules.
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Synthesis and activity of a novel inhibitor of nonsense-mediated mRNA decay

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1559-1563
DOI: 10.1039/C5OB02482J, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Victoria J. B. Gotham, Melanie C. Hobbs, Ryan Burgin, David Turton, Carl Smythe, Iain Coldham
A new route to a tetracyclic lactam was developed and the product, called VG1, was found to inhibit nonsense-mediated mRNA decay at [small mu ]M concentrations.
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Wavelength-selective light-triggered strand exchange reaction

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1555-1558
DOI: 10.1039/C5OB02369F, CommunicationK. Morihiro, T. Kodama, S. Mori, S. Tsunoda, S. Obika
Light-triggered strand exchange reaction in a wavelength-selective manner utilizing two types of photolabile groups.
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Design and synthesis of dihydroisoquinolones for fragment-based drug discovery (FBDD)

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1599-1610
DOI: 10.1039/C5OB02461G, PaperNick Palmer, Torren M. Peakman, David Norton, David C. Rees
FBDD creates new opportunities for synthetic chemistry.
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Iron-catalyzed direct [small alpha]-arylation of [small alpha]-amino carbonyl compounds with indoles

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1550-1554
DOI: 10.1039/C5OB02325D, CommunicationYan Zhang, Minjie Ni, Bainian Feng
Fe(ClO4)3 catalyzed [small alpha]-arylations of [small alpha]-amino carbonyls with indoles are described with high functional group tolerance and broad substrate scope.
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Copper-catalyzed tandem Ullmann type C-N coupling and dehydrative cyclization: synthesis of imidazo[1,2-c]quinazolines

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1736-1741
DOI: 10.1039/C5OB02469B, PaperNitesh K. Nandwana, Shiv Dhiman, Ganesh M. Shelke, Anil Kumar
A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide.
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Room-temperature cobalt-catalyzed arylation of aromatic acids: overriding the ortho-selectivity via the oxidative assembly of carboxylate and aryl titanate reagents using oxygen

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1593-1598
DOI: 10.1039/C5OB02496J, PaperKun-Ming Liu, Rui Zhang, Xin-Fang Duan
A room temperature phosphine or NHC ligand-free cobalt-catalyzed arylation of (hetero)aromatic acids has been developed.
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A hybrid of thiazolidinone with the hydroxamate scaffold for developing novel histone deacetylase inhibitors with antitumor activities

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1727-1735
DOI: 10.1039/C5OB02250A, PaperFeifei Yang, Shihong Peng, Yunqi Li, Liqiang Su, Yangrui Peng, Jing Wu, Huang Chen, Mingyao Liu, Zhengfang Yi, Yihua Chen
A series of novel histone deacetylase (HDAC) inhibitors were designed, synthesized and evaluated based on the strategies of a hybrid of the classic pharmacophore of HDAC inhibitors with the thiazolidinone scaffold.
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Chemoselective room temperature E1cB N-N cleavage of oxazolidinone hydrazides from enantioselective aldehyde [small alpha]-hydrazination: synthesis of (+)-1,4-dideoxyallonojirimycin

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1545-1549
DOI: 10.1039/C5OB02560E, CommunicationJasmin Ferreira, Sophie C. M. Rees-Jones, Valerie Ramaotsoa, Ath'enkosi Msutu, Roger Hunter
A room temperature method for hydrazide N-N cleavage is presented that completes enantioselective aldehyde [small alpha]-hydrazination methodology.
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Catalytic cycloaddition of 2-hydroxy ketones with 1,1-dicyanoalkenes

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1707-1714
DOI: 10.1039/C5OB02492G, PaperShinji Tsunoi, Yuta Seo, Yugo Takano, Itaru Suzuki, Ikuya Shibata
The catalytic conversion of 2-hydroxy ketones to 2-amino-3-cyano-4-acyl-4,5-dihydrofurans was established via a 1,3-dipolar cycloaddition catalysed by Sn(Oct)2/MeOH.
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Tandem buildup of complexity of aromatic molecules through multiple successive electrophile generation in one pot, controlled by varying the reaction temperature

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1680-1693
DOI: 10.1039/C5OB02240A, PaperAkinari Sumita, Yuko Otani, Tomohiko Ohwada
The unmasking reaction rates and the time of generation of highly reactive electrophiles can be controlled. This reaction system demonstrates the conceptual validity of one-pot build-up of a complex aromatic molecule from multiple starting components.
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Supramolecular host-guest interaction of trityl-nitroxide biradicals with cyclodextrins: modulation of spin-spin interaction and redox sensitivity

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1694-1701
DOI: 10.1039/C5OB02450A, PaperXiaoli Tan, Yuguang Song, Huiqiang Liu, Qinwen Zhong, Antal Rockenbauer, Frederick A. Villamena, Jay L. Zweier, Yangping Liu
The host-guest interaction with cyclodextrins is an effective method to modulate the spin-spin interaction of trityl-nitroxide biradicals and enhance their redox sensitivity.
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A palladium-catalyzed coupling reaction of aryl nonaflates, sulfur dioxide, and hydrazines

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1665-1669
DOI: 10.1039/C5OB02514A, PaperYuanyuan An, Hongguang Xia, Jie Wu
A facile route to synthesise N-aminosulfonamides through a palladium-catalyzed coupling reaction of aryl nonaflates, sulfur dioxide, and hydrazines is reported. This transformation proceeds in the presence of Pd(OAc)2/XantPhos, and TBAB in 1,4-dioxane at 80 [degree]C, leading to the corresponding N-aminosulfonamides in moderate to good yields.
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Comparison of strategies for non-perturbing labeling of [small alpha]-synuclein to study amyloidogenesis

3 February, 2016 - 02:17

Org. Biomol. Chem., 2016, 14,1584-1592
DOI: 10.1039/C5OB02329G, PaperConor M. Haney, Rebecca F. Wissner, John B. Warner, Yanxin J. Wang, John J. Ferrie, Dustin J. Covell, Richard J. Karpowicz, Virginia M.-Y. Lee, E. James Petersson
Complementary methods for site-specific protein labeling are used to introduce fluorescent probes into the Parkinson's Disease protein [small alpha]-synuclein to examine fibril formation and cellular uptake.
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