Hydroxysulfenylation of Electron-Deficient Alkenes through an Aerobic Copper Catalysis

A copper-catalyzed hydroxysulfenylation of α,β-unsaturated esters/amides is reported. The method presents a selective and efficient synthesis of β-hydroxysulfides bearing electron-withdrawing groups. The synthetic utility of this method is demonstrated by the concise synthesis of the anticancer drug...

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Bibliographic Details
Published in:Organic letters 2015-03, Vol.17 (5), p.1180-1183
Main Authors: Xi, Hui, Deng, Bicheng, Zong, Zhenzhen, Lu, Shenglin, Li, Zhiping
Format: Article
Language:English
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Summary:A copper-catalyzed hydroxysulfenylation of α,β-unsaturated esters/amides is reported. The method presents a selective and efficient synthesis of β-hydroxysulfides bearing electron-withdrawing groups. The synthetic utility of this method is demonstrated by the concise synthesis of the anticancer drug bicalutamide.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00112