Palladium(0)-catalyzed C(sp3)–Si bond formation via formal carbene insertion into a Si–H bond

Abstract

Pd(0)-Catalyzed formal carbene insertion into Si–H bonds has been achieved as an efficient method for C(sp³)–Si bond formation. The reaction, which uses readily available N-tosylhydrazones as the diazo precursors, is highly efficient and shows a wide substrate scope. Rh(II) and Cu(I) salts, which are the widely used catalysts for carbene insertion reactions, have been proved to be ineffective for the current reaction. A Pd(II) carbene migratory insertion/reductive elimination mechanism is proposed.