An efficient and mild oxidative approach from thiols to sulfonyl derivatives with DMSO/HBr
Literature Information
Publication Date
2023-11-01
DOI
10.1039/D3SC04945K
Impact Factor
9.825
Authors
Hongye Wang, Zhaoting Li, Rongheng Dai, Ning Jiao, Song Song
View Original
Abstract
A mild and practical method for synthesizing sulfonyl derivatives, which have a wide range of applications in pharmaceuticals, materials, and organic synthesis, was described through the oxidative functionalization of thiols with DMSO/HBr. The simple conditions, low cost and ready availability of DMSO/HBr, as well as the versatility of the transformations, make this strategy very powerful in synthesizing a variety of sulfonyl derivatives including sulfonamides, sulfonyl fluorides, sulfonyl azides, and sulfonates. Mechanistic studies revealed that DMSO served as the terminal oxidant, and HBr acted as both a nucleophile and a redox mediator to transfer the oxygen atom.
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