Albaladejo Maricó, María José, Alonso, Francisco, Moglie, Yanina, Yus, Miguel
Three-component coupling of aldehydes, amines and alkynes catalyzed by oxidized copper nanoparticles on titania
ALBALADEJO, María José, et al. "Three-component coupling of aldehydes, amines and alkynes catalyzed by oxidized copper nanoparticles on titania". European Journal of Organic Chemistry. Vol. 2012, Issue 16 (June 2012). ISSN 1434-193X, pp. 3093-3104
URI: http://hdl.handle.net/10045/22590
DOI: 10.1002/ejoc.201200090
ISSN: 1434-193X (Print)
Abstract: 
Copper nanoparticles (mainly as Cu2O) on titania have been shown to catalyze the multicomponent synthesis of propargylamines from aldehydes, amines, and alkynes (A3 coupling) effectively at 70 °C under solvent-free conditions. Both aromatic and aliphatic aldehydes and alkynes have been combined with secondary amines to provide a wide range of propargylamines in moderate to excellent yields. Two examples of ketone/amine/alkyne (KA2) coupling are also included. The catalyst is easy to prepare, reusable at a low copper loading (0.5 mol-%), and exhibits higher catalytic activity than some commercially available copper sources. Some mechanistic aspects of the reaction have also been examined, which have unveiled the participation of copper(I) acetylides in a heterogeneous process.
Keywords:Multicomponent reactions, Nanoparticles, Copper, Alkynes, Aldehydes, Amines
Wiley-VCH Verlag GmbH & Co. KGaA
info:eu-repo/semantics/article