Nickel-catalyzed reductive aminocarbonylation of vinyl triflates with nitro compounds for the synthesis of α,β-unsaturated amides

Abstract

A nickel-catalyzed reductive aminocarbonylation reaction for the synthesis of α,β-unsaturated amides has been described. By employing vinyl triflates and nitroarenes as readily available starting materials, a wide range of α,β-unsaturated amide products were obtained in moderate to excellent yields with very good functional group tolerance in the absence of an external reductant. Notably, this is the first example of carbonylative synthesis of α,β-unsaturated amides by applying a Ni/Mo(CO)₆ catalytic system with nitroarenes as promising nitrogen precursors. In addition, a late-stage modification of natural products was also achieved via this reductive aminocarbonylation approach.