Development of a General Palladium-Catalyzed Carbonylative Heck Reaction of Aryl Halides

The first general palladium-catalyzed carbonylative vinylation of aryl halides with olefins in the presence of CO has been developed. Applying a catalyst system consisting of [(cinnamyl)PdCl](2) and bulky imidazolylphosphine ligand L1 allows for the efficient and selective synthesis of alpha,beta-unsaturated ketones under mild reaction conditions. Starting from easily available aryl halides and olefins, versatile building blocks can be prepared in a straightforward manner. The generality and functional group tolerance of this novel protocol is demonstrated.