Palladium-Catalyzed Insertion of N-tosylhydrazones and Trapping with Carbon Nucleophiles

A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, N-tosylhydrazone, and carbon nucleophiles is reported, and a one-pot procedure is also developed. The cross-coupling is proposed to proceed through a palladium–carbene migratory insertion, carbopalladation other than classic palladium–carbene migratory insertion, and β-H elimination. Moreover, the reaction proceeds under mild conditions and with high stereoselectivity.