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Regioselective Sulfenylation of alpha `-CH3 or alpha `-CH2 Groups of alpha,beta-Unsaturated Ketones with Heterocyclic Thiols

Siddaraju, Yogesh and Prabhu, Kandikere Ramaiah (2018) Regioselective Sulfenylation of alpha `-CH3 or alpha `-CH2 Groups of alpha,beta-Unsaturated Ketones with Heterocyclic Thiols. In: JOURNAL OF ORGANIC CHEMISTRY, 83 (5). pp. 2986-2992.

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Official URL: http://dx.doi.org/10.1021/acs.joc.7b03290

Abstract

A rare regioselective sulfenylation of alpha'-CH3 or alpha'-CH2 bonds adjacent to alpha,beta-unsaturated ketones using dimethyl sulfoxide as an oxidant and a substoichiometric amount of aq HI as an additive is described. This methodology employs a strong acid such as aq HI or iodine and exhibits a high regioselectivity without undergoing conjugate addition, which is difficult to achieve under the cross dehydrogenative coupling method.

Item Type: Journal Article
Additional Information: Copy right for the article belong to AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 02 Apr 2018 19:57
Last Modified: 02 Apr 2018 19:57
URI: http://eprints.iisc.ac.in/id/eprint/59450

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