Photoinduced Nickel-Catalyzed Carbon-Heteroatom Coupling

Abstract

Herein, we report visible light-promoted single nickel catalysis for diverse carbon-heteroatom couplings under mild conditions. This mild, general, and robust method to couple diverse nitrogen, oxygen, and sulfur nucleophiles with aryl(heteroaryl)/alkenyl iodides/bromides exhibits a wide functional group tolerance and is applicable to late-stage modification of pharmaceuticals and natural products. On the base of preliminary mechanistic studies, a Ni^I /Ni^III cycle via the generation of active Ni^I complexes that appear from homolysis of Ni^II -I rather than Ni^II -aryl bond was tentatively proposed.

Keywords: carbon-heteroatom bonds; cross-coupling; nickel catalysis; reductive elimination; visible-light.