Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Continuous flow chemistry: a discovery tool for new chemical reactivity patterns

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3611-3615
DOI: 10.1039/C4OB00662C, PaperJan Hartwig, Jan B. Metternich, Nikzad Nikbin, Andreas Kirschning, Steven V. Ley
A new reactivity pattern and extended reaction scope has been obtained by transferring a reaction from batch mode to flow.
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Peptide-catalyzed consecutive 1,6- and 1,4-additions of thiols to [small alpha],[small beta],[gamma],[small delta]-unsaturated aldehydes

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3581-3585
DOI: 10.1039/C4OB00565A, CommunicationKengo Akagawa, Nobuhiro Nishi, Jun Sen, Kazuaki Kudo
Addition of thiols to 2,4-dienals catalyzed by a resin-supported peptide gave thermodynamically favorable 1,6- and 1,4-diadducts in an enantioselective manner.
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Discrimination of adenine nucleotides and pyrophosphate in water by a zinc complex of an anthracene-based cyclophane

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3701-3706
DOI: 10.1039/C4OB00184B, PaperPing Hu, Shengjun Yang, Guoqiang Feng
A zinc complex of an anthracene-based cyclophane was found to be a fluorescent sensor for ADP, ATP AMP and PPi in water at neutral pH.
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A facile and convenient sequential homobimetallic catalytic approach towards [small beta]-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3735-3743
DOI: 10.1039/C4OB00604F, PaperSebastian O. Simonetti, Enrique L. Larghi, Teodoro S. Kaufman
A one-pot approach towards [small beta]-methylstyrenes is reported. The transformation involves a Stille cross-coupling reaction of aryl halides with allyltributylstannane, followed by an in situ Pd-catalyzed double bond conjugative migration.
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Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3598-3603
DOI: 10.1039/C4OB00465E, PaperA. R. Cochrane, C. Idziak, W. J. Kerr, B. Mondal, L. C. Paterson, T. Tuttle, S. Andersson, G. N. Nilsson
The use of alternative solvents in the iridium-catalysed hydrogen isotope exchange reaction with developing phosphine/NHC Ir(I) complexes has identified reaction media which are more widely applicable than the commonly employed chlorinated solvent, dichloromethane.
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Rh(III)-catalyzed regioselective hydroarylation of alkynes via directed C-H functionalization of pyridines

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3594-3597
DOI: 10.1039/C4OB00612G, CommunicationZhen-Chao Qian, Jun Zhou, Bo Li, Fang Hu, Bing-Feng Shi
Rh(III)-catalyzed C-3 selective alkenylation of pyridines via hydroarylation of alkynes has been developed. The reaction shows high regioselectivity, high yield and good functional group tolerance, providing a convenient strategy for the synthesis of trisubstituted alkenes.
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An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3567-3571
DOI: 10.1039/C4OB00511B, CommunicationArun K. Ghosh, Zhi-Hua Chen
Practical and convenient intramolecular N/O-nucleophilic cyclization of 2-aryl indoles has been developed to afford the corresponding 2-aza-3-oxa indolines and 3-indolinones in 80-95% yield.
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Palladium-catalyzed three-component reaction of N-tosylhydrazone, norbornene and aryl halide

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3590-3593
DOI: 10.1039/C4OB00590B, CommunicationFangdong Hu, Ying Xia, Zhenxing Liu, Chen Ma, Yan Zhang, Jianbo Wang
A palladium-catalyzed three-component reaction that involves an intermolecular Heck-type reaction and alkyl palladium carbene migratory insertion has been demonstrated.
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Cyclodextrin ion channels

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3622-3634
DOI: 10.1039/C4OB00480A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Jonathan K. W. Chui, T. M. Fyles
Cyclodextrin ion channels, assembled by click chemistry, exhibit mechanistically diverse behaviors including transient blockage by hydrophobic guests.
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The base discriminating potential of pyrrolidinyl PNA demonstrated by magnetic FexOy particles

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3586-3589
DOI: 10.1039/C4OB00487F, CommunicationClaudia Stubinitzky, Tirayut Vilaivan, Hans-Achim Wagenknecht
Pyrrolidinyl PNA was immobilized on FexOy magnetic particles and was able to capture and thereby discriminate single base alterations in DNA counterstrands better than DNA.
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Aryl ethynyl anthraquinones: a useful platform for targeting telomeric G-quadruplex structures

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3744-3754
DOI: 10.1039/C4OB00220B, PaperClaudia Percivalle, Claudia Sissi, Maria Laura Greco, Caterina Musetti, Angelica Mariani, Anna Artese, Giosue Costa, Maria Lucia Perrore, Stefano Alcaro, Mauro Freccero
2,7-Diaryl ethynyl anthraquinones have been synthesized by Sonogashira cross-coupling and evaluated as telomeric G-quadruplex ligands, with good G-quadruplex/duplex selectivity.
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Phosphate esters and anhydrides - recent strategies targeting nature's favoured modifications

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3526-3530
DOI: 10.1039/C4OB00478G, PerspectiveHenning J. Jessen, Nisar Ahmed, Alexandre Hofer
This perspective highlights some recently developed phosphorylation methodologies focusing on a three-step procedure using P(III) chemistry (P-amidite coupling, oxidation, deprotection) that allows for the iterative homologation of nucleotides.
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Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem "click" reaction/Cu-catalyzed D-homo rearrangement

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3707-3720
DOI: 10.1039/C4OB00404C, PaperYury N. Kotovshchikov, Gennadij V. Latyshev, Nikolay V. Lukashev, Irina P. Beletskaya
Copper-catalyzed 1,3-dipolar cycloaddition has been employed in the reaction of steroidal azides with various terminal alkynes.
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An easy arylation of 2-substituted 1,2,3-triazoles

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3576-3580
DOI: 10.1039/C4OB00530A, CommunicationSuping Shi, Wei Liu, Ping He, Chunxiang Kuang
A selective, efficient and catalytic ligand-free method for the direct arylation of 2-aryl-1,2,3-triazoles via Pd-catalyzed C-H bond activation is described.
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Design and synthesis of 3,3[prime or minute]-biscoumarin-based c-Met inhibitors

21 May, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,3721-3734
DOI: 10.1039/C4OB00364K, PaperJimin Xu, Jing Ai, Sheng Liu, Xia Peng, Linqian Yu, Meiyu Geng, Fajun Nan
A series of 3,3[prime or minute]-biscoumarin analogues were synthesized as non-ATP competitive c-Met inhibitors.
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Trifluoroacetic acid-promoted Michael addition-cyclization reactions of vinylogous carbamates

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3366-3370
DOI: 10.1039/C4OB00437J, CommunicationRam Tilak Naganaboina, Amrita Nayak, Rama Krishna Peddinti
A simple and efficient methodology has been developed for the synthesis of pyrrolobenzoxazine and 3-arylamino coumarin derivatives promoted by trifluoroacetic acid. The initial step in the current protocol involves a Michael addition of the 1,4-benzoxazinone derivatives to the Michael acceptors and subsequent cyclization.
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Ring-closing metathesis for the synthesis of a molecular gyrotop

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3354-3357
DOI: 10.1039/C4OB00470A, CommunicationWataru Setaka, Sayaka Higa, Kentaro Yamaguchi
A molecular gyrotop was synthesized by ring-closing metathesis (RCM) under reflux, indicating that the cage is a thermodynamically controlled product.
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Allosteric control of a DNA-hydrolyzing deoxyribozyme with short oligonucleotides and its application in DNA logic gates

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3344-3348
DOI: 10.1039/C4OB00451E, CommunicationKazuhiro Furukawa, Noriaki Minakawa
We found that the catalytic activity of a DNA-hydrolyzing deoxyribozyme could be allosterically regulated by adding short oligonucleotides, and used this technique to construct DNA logic gates.
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On the synthesis of [small alpha]-amino sulfoxides

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3499-3512
DOI: 10.1039/C4OB00567H, PaperPeter J. Rayner, Giacomo Gelardi, Peter O'Brien, Richard A. J. Horan, David C. Blakemore
Six novel [small alpha]-amino sulfoxides were successfully prepared and isolated and a spectrum of stability for [small alpha]-amino sulfoxides is presented.
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Asymmetric synthesis of 3,3,5,5-tetrasubstituted 1,2-dioxolanes: total synthesis of epiplakinic acid F

19 May, 2014 - 19:17

Org. Biomol. Chem., 2014, 12,3686-3700
DOI: 10.1039/C4OB00448E, PaperXiang-Yin Tian, Jian-Wei Han, Qiong Zhao, Henry N. C. Wong
The first enantioselective total synthesis of epiplakinic acid F (1) was achieved through a pivotal step involving a radical-mediated asymmetric peroxidation of vinylcyclopropanes with molecular oxygen to construct highly substituted 1,2-dioxolanes.
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