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A highly efficient catalytic system for the N-arylation reactions of(hetero)aryl chlorides and nitrogen heterocycles with a copper(Ⅰ)complex containing a 1,10-phenanthroline analogue N-heterocyclic carbene(NHC)has been reported.The complex was characterized by 1H NMR and 13C NMR spectroscopy and elemental analysis,and its structure was determined by single-crystal X-ray diffraction.The NHC-copper(l)complex was employed as pre-catalyst for Ullmann type N-arylation reactions of(hetero)aryl chlorides with various azoles.A variety of hindered and functionalized azoles and(hetero)aryl chlorides were transformed in good to excellent yields.