Modular synthesis of glycosyl sulfonamide via reductive coupling of glycosyl sulfinate and nitroarene†

Abstract

Glycosyl sulfonamides have been identified as novel inhibitors of carbonic anhydrase, showing great potential for cancer treatment. However, previous approaches to synthesizing glycosyl sulfonamides require multi steps, resulting in low efficiency and being time-consuming. Herein, we disclose a reductive coupling strategy that enables the modular synthesis of glycosyl sulfonamide using readily accessible glycosyl sulfinates and feedstock chemical nitroarenes. This method allows for the construction of rarely reported N-aryl glycosyl sulfonamides and exhibits tolerance to a variety of functional groups.