Título: Three-component coupling of aldehydes, amines and alkynes catalyzed by oxidized copper nanoparticles on titania
Autores: Albaladejo Maricó, María José
Alonso Valdés, Francisco
Moglie, Yanina
Yus Astiz, Miguel
Fecha: 2012-05-28
2012-05-28
2012
2012-03-15
Publicador: RUA Docencia
Fuente:
Tipo: info:eu-repo/semantics/article
Tema: Multicomponent reactions
Nanoparticles
Copper
Alkynes
Aldehydes
Amines
Química Orgánica
Descripción: 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.
This work was generously supported by the Spanish Ministerio de Ciencia e Innovación (MICINN) (grant numbers CTQ2007-65218, CTQ2011-24151), Consolider Ingenio (grant number 2010-CSD2007-00006), the Generalitat Valenciana (grant number PROMETEO/2009/039), and Fondos Europeos para el Desarrollo Regional (FEDER). Y. M. and M. J .A. acknowledge the ISO of the Universidad de Alicante for a grant.
Idioma: Inglés

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