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Copper-Catalyzed Decarboxylative Sulfonylation of alpha,beta-Unsaturated Carboxylic Acids

Rokade, Balaji V and Prabhu, Kandikere Ramaiah (2014) Copper-Catalyzed Decarboxylative Sulfonylation of alpha,beta-Unsaturated Carboxylic Acids. In: JOURNAL OF ORGANIC CHEMISTRY, 79 (17). pp. 8110-8117.

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Official URL: http://dx.doi.org/ 10.1021/jo501314y

Abstract

Copper-catalyzed, ligand-promoted decarboxylative coupling of readily available a,fi-unsaturated acids with sodium aryl sulfinates is presented. This method provides a new avenue for the synthesis of vinyl sulfones via a decarboxylative radical coupling strategy by employing a catalytic amount of Cu(ClO4)(2)center dot 6H(2)O, TBHP in decane as an oxidant, and 1,10-phenanthroline as a ligand. The salient feature of this method is that it furnishes exclusively the (E)-isomer.

Item Type: Journal Article
Publication: JOURNAL OF ORGANIC CHEMISTRY
Publisher: AMER CHEMICAL SOC,
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 18 Oct 2014 06:35
Last Modified: 18 Oct 2014 06:35
URI: http://eprints.iisc.ac.in/id/eprint/50017

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