Catalytic C(sp)–Si cross-coupling silylation of alkynyl bromides with hydrosilanes by palladium catalysis

Abstract

Transition metal-catalyzed silicon–carbon bond-forming silylation is one of the most important processes and remains an ongoing challenge in both organosilicon chemistry and homogeneous catalysis. Herein, we report an unprecedented and convenient Si–C(sp) bond-forming cross-coupling of alkynyl bromides with hydrosilanes, which provides highly chemoselective and facile access to the synthesis of alkynylsilanes and their derivatives in high yields. The catalytic C(sp)–Si cross-coupling is controlled by palladium/Xantphos catalyst systems, which demonstrates the powerful potential of this silylation for the preparation of structurally diverse alkynylsilanes, including the catalytic enantioselective synthesis of alkynylsilane with promising enantioselectivity aided by a chiral phosphine ligand of the Xantphos series.