Nickel‐Catalyzed Intramolecular Hydrosilylation of Alkynes: Embracing Conventional and Electrochemical Routes

Abstract

Nickel‐catalyzed intramolecular hydrosilylation can be efficiently achieved with high regio‐ and stereoselectivities through two distinct methodologies. The first approach utilizes a conventional method, involving the reduction of nickel salt (NiBr2‐2,2’‐bipyridine) using manganese metal. The second method employs a one‐step electrochemical reaction, utilizing the sacrificial anode process and NiBr2bipy catalysis. Both methods yield silylated heterocycles in good to high yields through a syn‐exo‐dig cyclization process. Control experiments and molecular electrochemistry (cyclic voltammetry) provided further insights into the reaction mechanism.