Metal-Free Chemoselective S-Arylation of Sulfenamides To Access Sulfilimines

A noveland efficient S-arylation of sulfenamideswith diaryliodonium salts for the synthesis of sulfilimines is developed.The reaction proceeds smoothly under transition-metal-free and airconditions, giving rapid access to sulfilimines in good to excellentyields via selective S-C bond formation. This protocol is scalableand exhibits a broad substrate scope, good functional group tolerance,and excellent chemoselectivity.

Automated summary

A novel and efficient method for the synthesis of sulfilimines has been developed using diaryliodonium salts for the S-arylation of sulfenamides. The reaction proceeds smoothly under transition-metal-free and air conditions, resulting in good to excellent yields of sulfilimines via selective S-C bond formation. This scalable protocol exhibits a broad substrate scope, good functional group tolerance, and excellent chemoselectivity.