Copper catalyzed aerobic oxidation enables the tandem selective and efficient transformation of N‐pyridylindole for the construction of 11H‐pyrido[2,1‐b]quinazolin‐11‐ones. The reaction shows good efficiency to accomplish the aerobic oxidation. Mechanistic investigation indicated the facile oxidation of N‐pyridylindole underwent the single‐electron‐transfer oxidation, the capture of molecular oxygen and the extrusion of carbon monoxide to deliver the desired 11H‐pyrido[2,1‐b]quinazolin‐11‐ones.