Selective synthesis of sulfoxides and sulfones via controllable oxidation of sulfides with N-fluorobenzenesulfonimide

Xiaobo Xu; Leyu Yan; Shengqiang Wang; Panpan Wang; A-Xiu Yang; Xiaolong Li; Hao Lu; Zhong-Yan Cao

doi:10.1039/d1ob01632f

Selective synthesis of sulfoxides and sulfones via controllable oxidation of sulfides with N-fluorobenzenesulfonimide

Org Biomol Chem. 2021 Oct 20;19(40):8691-8695. doi: 10.1039/d1ob01632f.

Authors

Xiaobo Xu¹, Leyu Yan¹, Shengqiang Wang¹, Panpan Wang¹, A-Xiu Yang¹, Xiaolong Li¹, Hao Lu¹, Zhong-Yan Cao²

Affiliations

¹ College of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. xuxb@huanghuai.edu.cn.
² College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China. zycao@henu.edu.cn.

PMID: 34581382
DOI: 10.1039/d1ob01632f

Abstract

A practical and mild method for the switchable synthesis of sulfoxides or sulfones via selective oxidation of sulfides using cheap N-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H₂O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.