Cu-Catalyzed Synthesis of [1,2,3]triazolo[1,5-c]quinazolin-5(6H)-one Derivatives via Sequential Reaction of Ethyl-2-(2-oxoindolin-3-ylidene)acetate with Sodium Azide

Abstract

Herein, we report a novel and efficient method for the synthesis of new class of 5-oxo-5,6-dihydro-[1,2,3]triazolo[1,5-c]quinazoline derivatives by copper-catalyzed reaction of α, β-unsaturated keto/ester methyleneindolinone with sodium azide at room temperature via an azide-alkene cyclization and ring expansion rearrangement. This method is applicable to a variety of α, β-unsaturated keto/ester methyleneindolinone and displayed wide functional group tolerance.