Palladium(ii)-catalyzed norbornene derivative-mediated ortho-C–H silylation: access to divergent silicon-containing carbazoles

Abstract

A palladium(II)-catalyzed norbornene derivative-mediated selective ortho-C–H silylation of free NH-carbazoles has been developed for the synthesis of arylsilanes. Such a conversion provides access to a range of arylsilanes with exclusive selectivity using norbornene (NBE) derivatives as transient directing mediators. Kinetic experiments show that C–H activation is the rate-determining step for the conversion. Notably, a six-membered palladacycle intermediate was involved in this case.