Palladium-Catalyzed Cyclization of N-Acyl- o-alkynylanilines with Isocyanides Involving a 1,3-Acyl Migration: Rapid Access to Functionalized 2-Aminoquinolines.

A simple and expedient approach for the synthesis of functionalized 2-aminoquinolines via palladium-catalyzed annulation of N-acyl- o-alkynylanilines with isocyanides has been developed with high atom economy, in which an unconventional 6- endo-dig cyclization process is observed. Further investigations of the mechanism demonstrated that an intramolecular acyl migration of the N-protecting groups was involved in this transformation.