Chemodivergent Pd-Catalyzed Cyanation of 5-Iodo-1,2,3-triazoles

Abstract

A divergent approach to 5-cyanotriazoles and triazolo[1,5-a]quinolines based on Pd-catalyzed cyanation of 2-(5-iodotriazolyl)phenylacetic acid derivatives has been developed. Chemoselectivity is controlled by the choice of cyanide source. Thus, CuCN leads only to the replacement of iodine by a nitrile moiety, while KCN induces further cyclization of the cyanation product via intramolecular condensation. The method is applicable to the preparation of both types of heterocyclic compounds in good yields (63–88%).