Palladium-Catalyzed Insertion of <i>N</i>‑tosylhydrazones and Trapping with Carbon Nucleophiles

Abstract

A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, <i>N</i>-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