In this study, we report a mild and efficient one-pot synthesis of 1,4,5-
trisubstituted 1,2,3-triazoles via a three-component reaction of aryl boronic
acids with sodium azide and active methylene compounds under
ball-milling condition. In order to determine optimized reaction conditions,
several grinding auxiliaries (basic, neutral and acidic alumina, silica
gel, K10 and KSF), bases (DBU, DABCO, piperidine, triethylamine, potassium
t-butoxide and potassium carbonate) and copper salts under ballmilling
conditions were examined. Using the optimized condition procedure,
a wide variety of 1,4,5-trisubstituted 1,2,3-triazole derivatives
were prepared in very good yields. All products were well-characterized
by 1H-NMR and 13C-NMR spectroscopy. This environmentally friendly
protocol offers several advantages including high yields of products,
relatively short reaction time and simple work-up procedure.