The palladium‐catalyzed direct arylation of a series of 2‐(diarylamino)phenyl triflates was examined. The triflates were first synthesized in moderate to good yields through the CuI‐catalyzed aryl amination of aminophenol and aryl iodides, followed by triflation of the resulting triarylphenols. The thus‐obtained 2‐(diarylamino)phenyl triflates were subjected to direct C–H arylation under Pd catalysis to furnish the corresponding N‐arylcarbazoles in excellent yields if Josiphos was used as the supporting ligand.