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A novel and efficient heterogeneous gold(I)‐catalyzed highly regio‐ and chemoselective oxidative ring expansion of 2‐alkynyl‐1,2‐dihydropyridines or ‐quinolines has been developed that proceeds smoothly through exclusive 1,2‐migration of a vinyl or phenyl group with pyridine N‐oxide as oxidant under mild conditions. The reaction provides a general and practical method for the synthesis of a wide variety...