Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with <i>N</i>-Sulfonyl Amides via C–H Activations

Abstract

A palladium-catalyzed tandem dehydrogenative [4 + 2] annulation of terminal olefins with N-sulfonyl amides via C(sp2)–H activation, allylic C(sp3)–H activation, and homoallylic C(sp3)–H elimination processes has been developed. Promoted by the DMSO ligand, various benzamides, heterocyclic arylamides, alkenyl carboxamides, and commercial olefins are found to be efficient substrates to construct important heterocyclic compounds bearing a vinyl substituent with high E stereoselectivity. Using air as the terminal oxidant also provides a great advantage regarding environmental friendliness.