Synthesis of α-sulfenylated carbonyl compounds under metal-free conditions

An efficient synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols under heating conditions is described. The method is characterized by mild conditions, simple operation, metal-free catalysis and good functional group tolerance. Mechanistic studies suggest that th...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-01, Vol.22 (2), p.274-278
Hauptverfasser: Mou, Dan, Wu, Yuanyuan, Wang, Linda, Fu, Ying, Du, Zhengyin
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Wu, Yuanyuan
Wang, Linda
Fu, Ying
Du, Zhengyin
description An efficient synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols under heating conditions is described. The method is characterized by mild conditions, simple operation, metal-free catalysis and good functional group tolerance. Mechanistic studies suggest that the reaction involves a radical pathway and an isomerization process. A highly efficient organocatalytic protocol for the synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols is established. A wide range of α-sulfenylated carbonyl compounds were obtained in moderate to good yields.
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alcohols
Carbonyl compounds
Carbonyls
Catalysis
Functional groups
Isomerization
Synthesis
Thiols
title Synthesis of α-sulfenylated carbonyl compounds under metal-free conditions
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