An Efficient Synthesis of Benzimidazole and Benzothiazole Derivatives Using a Nickel(II) Metal-Organic Framework

被引:5
|
作者
Janani, Marzieh [1 ]
Senejani, Masumeh Abdoli [1 ]
Isfahani, Tahereh Momeni [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Arak Branch, Arak, Iran
关键词
Benzimidazole; benzothiazole; metal-organic framework; heterogeneous catalyst; 1,2-phenylenediamine; 2-aminothiophenol; MAGNETIC NANOPARTICLES; GREEN SYNTHESIS; CATALYST; ZEOLITE; DESIGN; SYSTEM; POTENT; MILD; NI;
D O I
10.2174/1570179417666200117110758
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Background: The benzimidazoles and benzothiazoles have shown relatively high pharmaceutical and biological activities. In recent years, numerous methods have been developed for synthesis of benzimidazole and benzothiazole derivatives using different catalysts. However, only some of the reported procedures are quite satisfactory and most of them have drawbacks. Herein, we report a convenient method for synthesis of benzimidazole and benzothiazole derivatives using a nickel (II) metal-organic framework (Ni-MOF) as a novel and reusable catalyst. The presence of unsaturated metal centers makes metal-organic frameworks to be used as Lewis acid catalysts. Objective: The primary objective of this study was to describe an efficient method for synthesis of benzimidazole and benzothiazole derivatives. Method: Ni-MOF was prepared using the modified evaporation method and was characterized by FE-SEM, FT-TR, TGA, and XRD techniques.The catalyst was then used to test the synthesis of some benzimidazole and benzothiazole derivatives. The benzimidazoles and benzothiazoles were characterized by Elemental analyses, HNMR and IR techniques. Result: A variety of aromatic aldehydes bearing electron donating groups or electron-withdrawing were reacted with 1,2-phenylenediamine or 2-aminothiophenol using Ni-MOF in good to excellent yields. Conclusion: In summary, a new and highly efficient method was developed and reported for the synthesis of benzimidazole and benzothiazole derivatives using nickel(II) metal-organic framework. The advantages are short reaction times, good to excellent yields, the environmentally benign and simple procedure, stability, non-toxicity, recyclability, and easy separation of the catalyst.
引用
收藏
页码:109 / 116
页数:8
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