Electrochemical Silylation of Electron‐Deficient Heterocycles Using N‐Hydroxyphthalimide as HAT Catalyst

Abstract

AbstractA practical electrochemical Minisci‐type reaction for the synthesis of silylated heterocycles is described. Using N‐hydroxyphthalimide (NHPI) as the hydrogen atom transfer (HAT) catalyst and trialkylsilanes as the silyl radical sources, a wide range of electron‐deficient heterocycles in‐cluding quinoline, quinoxaline, phthalazine, 3,6‐dichloropyridazine, phenanthridine, 6‐chloroimidazo[1,2‐b]pyridazine and coumarin, etc. were easily converted to the corresponding silylated products in 37–83% yields.magnified image