An efficient and mild oxidative approach from thiols to sulfonyl derivatives with DMSO/HBr.

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.

SUBMITTER: Wang H 

PROVIDER: S-EPMC10664549 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature