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