Controllable synthesis of bis(1,2,3-triazole)s and 5-alkynyl-triazoles via temperature effect on copper-catalyzed Huisgen cycloaddition

A facile synthetic protocol has been developed for the controllable preparation of bis(1,2,3-triazole)s and 5-alkynyl-1,2,3-triazoles from alkyne and azide under different temperatures. Various azides and alkynes were used as substrates for the reactions and the successful applications in nucleoside analogues manifested the values of this method in syntheses of bioactive molecules. Besides, a possible temperature-guided triazolyl–copper intermediate aerobic oxidative coupling mechanism was proposed for this controllable reaction procedure.