Palladium-Catalyzed Regioselective ?-Mono- and Diarylation of Acrylamide Derivatives with Aryl Halides

Palladium-catalyzed direct mono- and diarylations involving C(sp3)?H cleavage at the ?-position of acrylamides are described. The monoarylation products can be obtained with ortho-substituted aryl halides. Single crystal X-ray diffraction has shown that the double bond has shifted towards the introduced aryl group to afford the ?-arylated beta,?-unsaturated amide products. A second arylation occurs when less sterically hindered aryl halides are employed. This chemistry offers a novel disconnection for the synthesis of ?-arylated compounds.