Synthesis of α-Carbonyl-α′-sulfenyl Sulfoxonium Ylides in Water at Room Temperature

Abstract

An efficient synthesis of α-carbonyl-α′-sulfenyl sulfoxonium ylides through a KIO₃-promoted cross-dehydrogenative coupling reaction of aryl thiols and α-carbonyl sulfoxonium ylides in an aqueous medium at room temperature has been described. The α-carbonyl sulfoxonium ylides and aryl thiols adorned with various functional groups were well-tolerated and afforded moderate to high yields of α-carbonyl-α′-sulfenyl sulfoxonium ylide derivatives. Finally, by converting synthesized ylide 3a into other valuable compounds, we demonstrated the practicality of this synthetic method.