A metal-free approach for the synthesis of thiosulfonates from sulfonyl hydrazides

Abstract

Without any metal catalyst, an efficient transformation of a variety of sulfonyl hydrazides into the corresponding thiosulfonates mediated by NBS/DABCO under air is developed. The method utilizes mild reaction conditions, affords moderate to good yields of product, and tolerates a broad substrate scope. A plausible mechanism is proposed for the decomposition of the sulfonyl hydrazides and the construction of S(O2)–S bonds to form thiosulfonates.