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Copper Supported Β-Cyclodextrin Grafted Magnetic Nanoparticles As an Efficient Recyclable Catalyst for One-Pot Synthesis of 1-Benzyl-1H-1,2,3-Triazoldibenzodiazepinone Derivatives Via Click Reaction Publisher



Mahdavi M4 ; Lijan H2 ; Bahadorikhalili S2 ; Mamani L3 ; Ranjbar PR2 ; Shafiee A1
Authors
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Authors Affiliations
  1. 1. Department of Medical Chemistry, Faculty of Pharmacy and Pharmaceutical Science Research Center, Tehran University of Medical Sciences, Tehran, 14176, Iran
  2. 2. School of Chemistry, College of Science, University of Tehran, P. O. Box: 14155-6455, Tehran, Iran
  3. 3. Department of Nanotechnology, Agricultural Biotechnology Research Institute of Iran (ABRII), Agricultural Research, Education and Extension Organization (AREEO), Karaj, Iran
  4. 4. Drug Design and Development Research Center, Tehran University of Medical Science, Tehran, Iran

Source: RSC Advances Published:2016


Abstract

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-1H-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. © The Royal Society of Chemistry 2016.