Table 3: N-arylation of imidazole and pyrazole.

EntryAzolesAryl iodideReaction temperature/h(Yield)a

(1)515092.tab.003a515092.tab.003bReflux/3 h97%

(2)515092.tab.003c515092.tab.003dReflux/3 h98%

(3)515092.tab.003e515092.tab.003fReflux/3 h86%

(4)515092.tab.003g515092.tab.003hReflux/3 h83%

aIsolated yield: azole (3 mmol), iodobenzene (3.3 mmol), CuO nanoparticles (0.15 mmol), K2CO3 (3 mmol), and N–N dimethyl formamide (10 mL) at reflux for 3 h.