Abstract

A concise synthesis of pyrroloquinolinones is reported from the reaction of isocyanides and N-(o-haloaryl)propiolamides under copper-catalyzed conditions. A mechanism in which a copper-catalyzed [3+2] cycloaddition to form an organocopper species followed by an intramolecular C-C coupling involving N-(o-iodoaryl)propiol­amides is proposed. Good functional group compatibility was observed; however, for X = Br the reaction efficiency was greatly reduced.

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