Se–S dynamic exchange reaction: a strategy of highly efficient S–S bond cleavage for synthesizing benzothiazole derivatives

Abstract

We report a Se–S dynamic exchange reaction as a methodology for highly efficient S–S bond cleavage. In this study, a Na₂Se–disulfide dynamic exchange reaction has been demonstrated for the first time and the strategy has been employed in the preparation of benzothiazole derivatives, demonstrating highly efficient S–S bond cleavage, lowered dosage of the S–S bond cleaving reagent, good tolerance toward various substituents and excellent yields. It is envisaged that the concept of metal selenide–disulfide dynamic interchange reaction is a general avenue for synthesizing sulfur-containing heterocycles.