We herein report a highly regioselective reaction for the palladium‐catalyzed oxidative acylation of carbazole derivatives with various aromatic and aliphatic aldehydes as the acyl source. The carbazole derivatives are N‐protected with an easily removable pyridine moiety, which directs the Pd‐catalyzed ortho acylation to occur at the C‐1 and C‐8 positions. The reactions of dibromo‐ and diiodo‐substituted N‐pyridylcarbazole derivatives, however, provide only the 1‐acylated products. This method can be applied to a broad scope of substrates. A reaction mechanism has also been proposed.

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