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Cobalt(III)-Catalyzed C-H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH-group Remains Unreactive

Muniraj, Nachimuthu and Prabhu, Kandikere Ramaiah (2018) Cobalt(III)-Catalyzed C-H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH-group Remains Unreactive. In: ADVANCED SYNTHESIS & CATALYSIS, 360 (7). pp. 1370-1375.

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Official URL: http://dx.doi.org/10.1002/adsc.201701406

Abstract

A Co(III)-catalyzed C-H activation reaction for ortho-alkenylation of benzamides (aryl/heteroaryl) and C2-alkenylation of indole derivatives have been developed using alkynyl carboxylic acid as an alkene source. A high regioselectivity has been achieved in the formation of disubstituted alkenes, and the possible cyclic products were not observed. This efficient alkenylation shows a broad range of substrate scope with a good functional group tolerance. The application of the methodology has been showcased by transforming an alkenylated amide to a 3-hydroxy isoindolinone derivative.

Item Type: Journal Article
Publication: ADVANCED SYNTHESIS & CATALYSIS
Publisher: WILEY-V C H VERLAG GMBH, POSTFACH 101161, 69451 WEINHEIM, GERMANY
Additional Information: The Copyright for this article belong to Wiley-VCH Verlag.
Keywords: alkenylation; alkynyl carboxylic acid; amides; Cobalt; C−H activation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 04 May 2018 18:48
Last Modified: 02 Aug 2022 05:20
URI: https://eprints.iisc.ac.in/id/eprint/59739

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