Aromatic imines derived in situ from aryl aldehydes and aryl amines undergo smoothly, cyclization with alkynes on the surface of montmorillonite clay impregnated with copper(I) bromide under solvent-free conditions to produce 2,4-disubstituted quinolines in high yields with excellent selectivity. The reaction rates and yields are significantly improved by employing microwave irradiation.
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Yadav et al. (2003) studied this question.