An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis.
- C−H activation
- synthetic methods