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A highly efficient, palladium‐catalyzed protocol for the regioselective ortho‐acyloxylation of 4H‐Benzo[d][1,3]oxazin‐4‐ones and various other heterocycles which includes indoline, 3,4‐dihydro‐2H‐benzo[b][1,4]oxazine, and 1‐methyl‐3‐phenylquinoxalin‐2(1H)‐one has been developed using C−H activation strategy. The protocol exploits the directing group property of nitrogen present in the heterocyclic framework to introduce the acyloxyl group onto heterocyclic compounds with excellent regioselectivity. The developed method offers a wide substrate and excellent functional group tolerance. [ABSTRACT FROM AUTHOR]