Et2NH-Mediated 1,3-Dipolar Cycloaddition: Synthesis of 1-(2-(Organylselanyl)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate Derivatives

The use of Et2NH as organocatalyst for 1,3-dipolar cycloadditions of 3-azido-2-organylselanyl-pyridines with 1,3-dicarbonyl compounds is reported in this work. Reactions were conducted using DMSO as solvent at room temperature in air. All products were obtained in good to excellent yields. The reaction took place under very mild conditions and tolerated a range of functionalities. 1-(2-(Phenylselanyl)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate containing an alkyne substituent was selected as candidate for a Cu-catalyzed azide alkyne cycloaddition reaction, affording the bis-triazole in good yields.