Synthesis of aryl-1H-1,2,3-triazoles via 1,3-dipolar cycloaddition

Abstract

A series of Aryl-1H-1,2,3-triazoles were prepared from the reaction between aril-azide (1) with 1.5 equiv. of terminal alkynes (2a-o). The reactions carried out at room temperature and in the presence of CuI (10 mol%) in acetonitrile. The compounds (3a-o) were obtained in moderate-to-good yields (50-94%). In general, not was observed significant inductive effect on the reactivity of the alkynes (2a-f). The alcohol alkynes (2i-k) showed moderate yields 50-72%. On the other hand, the reaction with alkyl alkynes (2m,n) furnished the compounds (3m) and (3n) in excellent yields of 89% and 90%, respectively.

Keywords

• 1,2,3-triazole
• heterocycle
• cycloaddition