Formal Carbon Insertion of N-Tosylhydrazone into B-B and B-Si Bonds: gem-Diborylation and gem-Silylborylation of sp3 Carbon

A convenient method is developed to synthesize 1,1-diboronates from the corresponding N-tosylhydrazones. This method is also applicable to synthesize 1-silyl-1-boron compounds. Meanwhile, derivatization and consecutive Pd-catalyzed cross-coupling reactions with 1,1-boronates were explored, demonstrating the synthetic potential of 1,1-diboronates.