2007/09/12 by Carrie P. Jones, Kevin W. Anderson, Stephen L. Buchwald · 2 citations
Chemistry · #Catalytic C–H Functionalization Methods #Cyclopropane Reaction Mechanisms #Catalytic Cross-Coupling Reactions
paper · doi:10.1021/jo701384n
openalex publication_date 2007/09/12 · openalex created_date 2016/06/24 · openalex updated_date 2026/08/01
A direct two-step method for the preparation of 2-aryl- and 2-vinyl-4-quinolones that utilizes a copper-catalyzed amidation of o-halophenones followed by a base-promoted Camps cyclization of the resulting N-(2-ketoaryl)amides is described. With CuI, a diamine ligand, and base as the catalyst system, the amidation reactions proceed in good yields for a range of aryl, heteroaryl, and vinyl amides. The subsequent Camps cyclization efficiently provides the desired 4-quinolones with the conditions that are described.