Cerium-enriched magnetic/recyclable dual-acid nanocatalyst for one-pot three-component synthesis of functionalized 1,5-benzodiazepines

被引:4
作者
Wen, Tiantian [1 ]
Wang, Mingliang [1 ]
Gao, Jie [1 ]
Wang, Lanzhi [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Hebei, Peoples R China
基金
中国国家自然科学基金;
关键词
Magnetic nanoparticles; Dual-acid catalysis; One-pot synthesis; Seven-membered nitrogen heterocycle; 1,5-Benzodiazepines; BIOLOGICAL EVALUATION; CLICK CHEMISTRY; EFFICIENT; DERIVATIVES; SERIES; FE3O4-AT-SIO2; CATALYST; SILICA; RING;
D O I
10.1016/j.matchemphys.2021.125242
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Cerium enriched magnetic dual-acid nanocatalyst (CoFe2O4@SiO2@APTES@ATA-CeCl3) as green and recoverable nanocatalyst was prepared. The novel nanocatalyst was characterized by Fourier transform infrared spectroscopy (FT-IR), powder X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), inductively coupled plasma atomic emission spectrometry (ICP-AES), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), nitrogen absorption-desorption experiment, and vibrating sample magnetometer (VSM). The dual-acid nanocatalyst was able to efficiently catalyze the synthesis of functionalized 1,5-benzodiazepines following through a three-component domino reaction of various substituted o-phenylenediamine, 1,3-dicarbonyl compounds, and phenylacetaldehyde. The dual-acid sites of Bronsted acid (2-aminoterephthalic acid (ATA)) and Lewis acid (CeCl3) of the catalysts were determinant features. Furthermore, a plausible catalytic mechanism has been proposed. The dual-acid nanocatalyst can be simply separated and reused without any remarkable decrease within the yield after six runs.
引用
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页数:13
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