Hypervalent Iodine-Mediated Cyclization of N-Vinyl Amides for the Synthesis of 4-Functionalized Dihydrooxazolines

Abstract

A hypervalent iodine-mediated heterofunctionalization of N-vinyl amides has been developed using PhI(OAc)₂/KI under mild conditions. This method provides efficient access to 4-aminated and 4-acetoxylated dihydrooxazolines with broad functional-group tolerance, accommodating electron-rich, electron-deficient, sterically hindered, and heteroaromatic substrates. The operational simplicity, broad substrate generality, and selective product formation underscore the synthetic utility of this approach for the difunctionalization of unactivated alkenes.