One-pot synthesis of 3-triazolyl-2-iminochromenes via a catalytic three component cascade reaction

Abstract

A variety of 3-triazolyl-2-iminochromenes were synthesized in a one-pot, catalytic, three component condensation. In this event, a Cu(I)-catalyzed cycloaddition between 2-azidoacetonitrile and an acetylene formed a triazole and activated the neighboring methylene group, inducing an aldol-cyclization-dehydration sequence in the presence of a salicylaldehyde. Further elaboration led to more complex polyheterocycles.