Photocatalytic Decarboxylative Cross-Coupling of α,β-Unsaturated Acids with Amines for α-Ketoamides via C-N Bond Formation.

Abstract

An unprecedented oxidative decarboxylative chemical domain of α,β-unsaturated acids and amines for C-N cross-coupled α-ketoamidation is disclosed. Molecular oxygen as a source oxygen in amide and water oxygen in the ketone segment furnished a green and sustainable synthesis of α-ketoamide from feedstock acids and amines. Mechanistically, photocatalyst travels with reductive quenching cycle, whereas pallado-cycle proceeded through oxidative C-N bond formation. Broad substrate scope, functional group tolerance, and CO₂ and H₂O as traceless byproducts make the present methodology more efficient and attractive.