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dc.contributor.authorSingh, K.S.
dc.contributor.authorSawant, S.G.
dc.contributor.authorDixneuf, P.H.
dc.date.accessioned2016-05-12T12:00:17Z
dc.date.available2016-05-12T12:00:17Z
dc.date.issued2016
dc.identifier.citationChemCatChem Communication, vol.8(6); 2016; 1046-1050
dc.identifier.otherno
dc.identifier.urihttp://drs.nio.org/drs/handle/2264/4962
dc.description.abstractPyrrole- and indole-fused isocoumarins constitute important structural units in natural products and pharmacophores, although the direct and selective bifunctionalization of pyrrole and indole remain a challenge. Herein, we report a one-pot synthesis of pyrrole- and indole-fused isocoumarins from simple 1-methylpyrrole-2-carboxylic acid and 1-methylindole-3-carboxylic acid by annulation with alkynes in the presence of a ruthenium(II) catalyst based on [RuCl<sub>2</sub>(p-cymene)]<sub>2</sub> with Cu(OAc)<sub>2</sub>-H<sub>2</sub>O as the oxidant in DMF. This ruthenium(II)-catalyzed transformation was shown to be profitably performed in water as the solvent. The reaction, which involves carboxylate coordination, activation of the heterocyclic sp<sup>2</sup> C-H bond, and insertion of the alkyne, is regioselective, which leads to good yields of the isocoumarins
dc.language.isoen
dc.publisherWiley
dc.relation.requiresChemCatChem_8_1046.jpg
dc.rightsPrior to publication, the Contributor must include the following notice on the preprint: “This is a preprint of an article accepted for publication in ChemCatChem Communication. Copyright © [2016] WILEY-VCH Verlag GmbH & Co. ”. After publication of the Contribution by Wiley, the preprint notice should be amended to read as follows: “This is a preprint of an article published in [ChemCatChem Communication, vol.8(6); 2016; 1046-1050]”and an electronic link to the Journal’s WWW site, located at the following Wiley URL: http://onlinelibrary.wiley.com/doi/10.1002/cctc.201501261/abstract. The Contributor agrees not to update the preprint or replace it with the published version of the Contribution.
dc.subjectAQUATIC RESOURCES
dc.subjectCHEMISTRY AND BIOGEOCHEMISTRY
dc.subjectCHEMISTRY AND BIOGEOCHEMISTRY
dc.titleRuthenium(II)-catalyzed synthesis of pyrrole- and indole-fused isocoumarins by C-H bond activation in DMF and water
dc.typeJournal Article


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