Copper supported β-cyclodextrin grafted magnetic nanoparticles as an efficient recyclable catalyst for one-pot synthesis of 1-benzyl-1-1,2,3-triazoldibenzodiazepinone derivatives click reaction

• Published in: RSC advances 2016-03, Vol.6 (34), p.28838-28843
• Main Authors: Mahdavi, Mohammad, Lijan, Hosein, Bahadorikhalili, Saeed, Ma'mani, Leila, Rashidi Ranjbar, Parviz, Shafiee, Abbas
• Format: Article
• ISSN: 2046-2069
• DOI: 10.1039/c5ra27275k

An efficient and recoverable copper catalyst was prepared by the immobilization of Cu into β-cyclodextrin covalently attached to magnetic nanoparticles (denoted as [Cu@β-CD@SPIONs]). A novel and one-pot synthetic approach was introduced for the synthesis of novel 1-benzyl-1 H -1,2,3-triazoldibenzodiazepinone derivatives through a click reaction using [Cu@β-CD@SPIONs] as a green catalyst. The magnetic recoverable catalyst was characterized using TEM, VSM, TGA, and FT-IR techniques. This nanocatalyst appeared efficient and robust in a multicomponent reaction for the preparation of benzodiazepinones followed by a click reaction for the synthesis of 1,2,3-triazoles in an ethanol/water mixture as solvent at room temperature under mild reaction conditions and with a facile work-up process. Interesting features including water-tolerance, robustness, efficiency, mild reaction conditions, utilization of green solvents, and simple catalyst recovery make [Cu@β-CD@SPIONs] favourable from economic and environmental points of view. Cu immobilized into β-cyclodextrin covalently attached to magnetic nanoparticles (denoted as [Cu@β-CD@SPIONs]) is reported as an efficient and recoverable catalyst for "click" and multicomponent reactions.