Indium-Catalyzed Direct Silylation of Heteroarenes by 1-Hydrosilatrane

摘要

Transition metal-catalyzed aromatic C-H silylation of aromatic compounds is highly attractive as a convenient,economical,and environmentally benign process for preparing synthetically useful aromatic silicon compounds.Although several studies on this type of transformation with disilanes or hydrosilanes have been carried out,the protocol has been limitedly applied to the synthesis of less-reactive aromatic triorganosilicon derivatives.Recently,we found that iridium(I) complexes comprised of an air-stable,easily available 1/2[Ir(OMe)(COD)]2 precursor and a commercially available 2,9-dimethyl-l,10-phenanthroline (dmphen) ligand effectively catalyzed aromatic C-H silylation of neat arenes with 1-hydrosilatrane at 120 °C to give the corresponding 1-arylsilatranes in high yields with high regioselectivities.