Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone Azide Cycloaddition Involving Regitz Diazo Transfer

The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azide, the reactions proceed efficiently at room temperature with good substrate tolerance.