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

被引:35
作者
Mahdavi, Mohammad [5 ]
Lijan, Hosein [3 ]
Bahadorikhalili, Saeed [3 ]
Ma'mani, Leila [4 ]
Ranjbar, Parviz Rashidi [3 ]
Shafiee, Abbas [1 ,2 ]
机构
[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran 14176, Iran
[2] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran
[3] Univ Tehran, Coll Sci, Sch Chem, POB 14155-6455, Tehran, Iran
[4] AREEO, ABRII, Dept Nanotechnol, Karaj, Iran
[5] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran 14176, Iran
基金
美国国家科学基金会;
关键词
ORGANIC-REACTIONS; ACETYLCHOLINESTERASE INHIBITORS; PHARMACEUTICAL APPLICATIONS; PHARMACOLOGICAL EVALUATION; HETEROGENEOUS CATALYST; BIOLOGICAL EVALUATION; DESIGN; 1,2,3-TRIAZOLES; HYDROXYAPATITE; HYDROFORMYLATION;
D O I
10.1039/c5ra27275k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient and recoverable copper catalyst was prepared by the immobilization of Cu into beta-cyclodextrin covalently attached to magnetic nanoparticles (denoted as [Cu@beta-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@beta-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@beta-CD@SPIONs] favourable from economic and environmental points of view.
引用
收藏
页码:28838 / 28843
页数:6
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