A novel and efficient boron-containing magnetic catalyst based on graphene oxide (GO-Fe3O4-BFn) for synthesis of pyrazole and pyranopyrazole derivatives

被引:4
作者
Amiri-zirtol, Leila [1 ]
Sadeghian, Sara [2 ]
Abdolmaleki, Amir [3 ]
Mohammadi, Atefeh [2 ]
Salehi, Marzieh [2 ]
Karimi, Zahra [4 ]
Khabnadideh, Soghra [1 ,2 ]
机构
[1] Shiraz Univ Med Sci, Pharmaceut Sci Res Ctr, Shiraz, Iran
[2] Shiraz Univ Med Sci, Sch Pharm, Dept Med Chem, Shiraz, Iran
[3] Shiraz Univ, Coll Sci, Dept Chem, Shiraz, Iran
[4] Iran Univ Sci & Technol IUST, Sch Chem Petr & Gas Engn, Tehran, Iran
关键词
Pyrazole; Pyranopyrazole; Magnetic; Catalyst; Heterogeneous; Lewis acid; BF3; ONE-POT SYNTHESIS; LEWIS-ACID CATALYSTS; FE3O4; NANOPARTICLES; RECOVERABLE CATALYST; REDUCTION;
D O I
10.1016/j.molstruc.2024.137868
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The creation of non-toxic acidic catalysts has benefited greatly from the immobilization of acidic materials solid substrates. In the present work, a novel and capable magnetically Lewis acid catalyst based on graphene oxide (GO) was introduced for the synthesis of pyrazole derivatives. The new catalyst was prepared as a heterogeneous Lewis acid composite by immobilization on BF3 on GO-Fe3O4. The magnetic and recoverable catalyst was characterized by FT -IR (Fourier-Transform Infrared Spectroscopy), FESEM (Field Emission Scanning Electron Microscopy), XRD (X-Ray Diffraction), EDS (Energy-Dispersive X-Ray Spectroscopy), ICP (Inductively Coupled Plasma), VSM (Vibrating Sample Magnetometer) and TGA (Thermogravimetry Analysis) techniques. Catalytic activity of the GO-Fe3O4-BFn checked out in the synthesis of pyrazole (3a -3f) and 2,4-dihydropyrano [2,3-c] pyrazole (8a -8f) derivatives under mild conditions. Pyrazole and pyranopyrazol derivatives were synthesized in desirable yield in the presence of our new catalyst. High surface area, chemical and thermal stability, good selectivity, high reactivity with easily magnetically separation are some of advantageous of our catalyst. The catalyst can also be recycled for several times without reducing its catalytic efficiency. Furthermore, molecular docking studies were performed to predict the interaction mode of the synthesized compounds toward EGFR kinase as a possible target.
引用
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页数:14
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