Highly efficient Cu(acac)2 catalyzed multi component synthesis of 1,4-disubstituted-1,2,3-triazoles using aryl halide/ phenyl boronic acid or styrene oxide and aryl alkynes with sodium azide in aqueous medium

Abstract

The sequential three-component reaction of aryl halide/phenyl boronic acid or styrene oxide, with sodium azide and alkynes using copper catalysis has been discussed. The reaction proceeds via the in-situ generation of aryl azide/azido-alcohol followed by synthesis of 1,4-disubstituted-1,2,3-triazoles/β-hydroxy-triazoles. Relatively inert aryl halides are smoothly activated by the catalyst to form aryl azide sin situ. The multicomponent approach of the reaction makes it efficient, easy to perform and variety of functional group tolerant. This copper-catalyzed aqueous [3 + 2] azide−alkyne cycloaddition (CuAAC) reactions of in situ generated aryl azide/azido-alcohol and alkyne using commercially and readily available Cu(acac)₂ catalyst serves as an efficient protocol in ‘‘Click Chemistry’‘.