Palladium-catalyzed syn-alkynylarylation of internal alkynes: rapid access to all-carbon tetrasubstituted alkenes

Abstract

Herein, a straightforward method for rapid access to all-carbon tertrasubstituted alkenes bearing alkyl, aryl and alkynyl groups is established via palladium-catalyzed three-component cross-coupling reaction of internal alkynes, haloalkynes and arylboronic acids. This protocol is characterized by a broad substrate scope and excellent chemo- and regioselectivities. The dual beneficial roles of silver salts in activating haloalkynes and inhibiting bromoalkynylation have been demonstrated by serving as both the Lewis acid and halide scavenger.