Palladium-Catalyzed Dual Coupling Reaction of 2-Iodobiphenyls with o-Bromoanilines through C-H Activation: An Approach for the Synthesis of Tribenzo[b,d,f]azepines

A novel and straightforward approach for the synthesis of tribenzo[b,d,f]azepines starting from 2-iodobiphenyls and 2-bromoanilines has been developed. A wide range of tribenzo[b,d,f]azepines were obtained in good to excellent yields via a cascade intermolecular palladium-catalyzed C-H activation/dual coupling reaction. C,C-palladacycles, which are generated by C-H activation of 2-iodobiphenyls, should be the reaction intermediates.

Automated summary

A novel and straightforward approach for the synthesis of tribenzo[b,d,f]azepines has been developed from 2-iodobiphenyls and 2-bromoanilines. A wide range of products were obtained via a cascade intermolecular palladium-catalyzed C-H activation/dual coupling reaction, with C,C-palladacycles likely being the reaction intermediates.