Functionalized Polystyrene Supported Copper(I) Complex as an Effective and Reusable Catalyst for Propargylamines Synthesis in Aqueous Medium

Abstract

An efficient procedure for the one-pot synthesis of propargylamines is A3 coupling in which an alkyne, an aldehyde, and an amine are coupled together. Here, we report that polystyrene supported Cu(I) catalyst is excellent for A3 coupling in water without using any additives or hazardous organic solvents. The polystyrene supported Cu(I) catalyst was synthesized and its catalytic activity was also evaluated in the synthesis of propargylamines in oxidative A3-coupling reaction with benzyl alcohols instead of their aldehydes in water. This protocol offers several advantages such as high yields of the desired product, reaction in aqueous medium and recyclability of the catalyst. It gives well to excellent yields for a variety of substrates. As it acts as heterogeneous catalyst, it can be easily separated from the reaction mixture and reused without appreciable loss of activity. Polymer supported copper catalyst, Cu-PS-ala, acts as a heterogeneous catalyst for the one pot synthesis of propargylamines via A3 coupling reaction in water using aldehydes or alcohols, amines and alkynes.