Free-Amine-Directed Iridium-Catalyzed C-H Bond Activation and Cyclization of Naphthalen-1-amines with Diazo Compounds Leading to Naphtho[1,8-bc]pyridines

摘要

Iridium-catalyzed C-H activation and cyclization of naphthalen-1-amines with diazo compounds leading to naphtho[1,8-bc]pyridines have been developed. Different from the previous free-amine-directed C-H functionalization with diazo compounds that relied on the coordination of lone pair electrons or insitu formation of imine, this transformation passes through a five-membered iridacycle intermediate containing an N-Ir sigma-bond. It offers an alternative approach for the synthesis of useful diverse naphtho[1,8-bc]pyridine derivatives in mild conditions.