An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation usingN-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that theN-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions.