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Nickel-Catalyzed Carbonylative Synthesis of α,β-Unsaturated Thioesters from Vinyl Triflates and Arylsulfonyl Chlorides

Yong‐Wang Huo, Xinxin Qi, Xiao‐Feng Wu

2022Organic Letters29 citationsDOI

Abstract

A straightforward and efficient synthesis of α,β-unsaturated thioesters has been developed via a nickel-catalyzed thiocarbonylation reaction of vinyl triflates with arylsulfonyl chlorides. With Mo(CO)6 as both CO source and reductant, a variety of α,β-unsaturated thioesters were obtained in moderate to good yields with very good functional group compatibility. It is noteworthy that the present method is the first example on nickel-catalyzed carbonylative synthesis of α,β-unsaturated thioesters by using arylsulfonyl chlorides as the coupling partner.

Topics & Concepts

ChemistryCatalysisNickelCombinatorial chemistryFunctional groupOrganic chemistryPolymerSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods
Nickel-Catalyzed Carbonylative Synthesis of α,β-Unsaturated Thioesters from Vinyl Triflates and Arylsulfonyl Chlorides | Litcius