Magnetic nanoparticle-supported proline ligand was prepared and used for the CuI catalyzed Ullmann-type coupling reactions of aryl/heteroaryl bromides with various nitrogen heterocycles to form the corresponding N-aryl products in good to excellent yields; furthermore, this magnetic nanoparticle-supported proline ligand could be readily separated using an external magnet and reused without significant loss of activity.

A readily available copper(I) catalyst, in an ionic liquid, can effect three-component coupling of aldehydes, amines and alkynes to generate propargylamines in high yields.