Copper Nanoparticles in Multicomponent and Coupling Reactions

M. J. ALBALADEJO; F. ALONSO; Y. MOGLIE; G. RADIVOY; M. YUS

Donostia, San Sebastián (España)

Congreso; XXIV Reunión Bienal de Química Orgánica; 2012

Real Sociedad Española de Química

A versatile catalyst consisting of oxidised copper nanoparticles on activated carbon has been fully characterised and found to promote the multicomponent synthesis of 1,2,3-triazoles from organic halides, diazonium salts, aromatic amines and epoxides in water. When the copper nanoparticles are supported on titania, the oxidative homocoupuling of terminal alkynes is effectively catalysed in the presence of piperidine as a base, in THF or under solvent-free conditions. The latter catalyst has also been shown to catalyse the multicomponnt synthesis of propargylamines from aldehydes, amines and alkynes at 70ºC under solvent-free conditions. All the catalysts are easy to prepare, stable, reusable at a low copper loading, and exhibit higher catalytic activity than some commercially available copper sources. Some mechanistic aspects of these reactions have been undertaken which unveil the participation of copper(I) acetylides in a hterogeneous process.