Formation of α-chalcogenyl acrylamides through unprecedented chalcogen-mediated metal-free oxyfunctionalization of ynamides with DMSO as an oxidant

Abstract

A novel chalcogen-mediated oxyfunctionalization mode of ynamides for the synthesis of α-chalcogenyl acrylamides has been developed. Independent of metal catalysts, external oxidants and additives, this mild process afforded a range of structurally diverse α-chalcogenyl acrylamides, including α-selanyl acrylamides and α-tellanyl acrylamides. Interestingly, diverse ynamides tolerated in this approach gave different stereoselectivities.