Convenient preparation of thioglycomimetics: S -glycosyl sulfenamides, sulfinamides and sulphonamides

Abstract

A series of S-glycosyl sulfenamide derivatives has been prepared in good yield from glycosyl thiols using N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS) as activator under significantly fast reaction conditions avoiding the use of hazardous reagents. Controlled and complete oxidation of the sulfenamide derivatives under mild reaction conditions led to the formation of the corresponding sulfinamides and sulfonamides in excellent yield.