Synthesis and characterization of a novel and green rod-like magnetic ZnS/CuFe2O4/agar organometallic hybrid catalyst for the synthesis of biologically-active 2-amino-tetrahydro-4H-chromene-3-carbonitrile derivatives

被引:53
作者
Bahrami, Shahrzad [1 ]
Hassanzadeh-Afruzi, Fereshte [1 ]
Maleki, Ali [1 ]
机构
[1] Iran Univ Sci & Technol, Catalysts & Organ Synth Res Lab, Dept Chem, Tehran 1684613114, Iran
关键词
2-amino-tetrahydro-4H-chromene-3-carbonitrile; agar; catalytic synthesis; good reusability; ZnS; CuFe2O4; agar catalyst; ONE-POT SYNTHESIS; DIVERSITY-ORIENTED SYNTHESIS; EFFICIENT CATALYST; 3-COMPONENT SYNTHESIS; MULTICOMPONENT SYNTHESIS; RECYCLABLE CATALYST; COUPLING REACTIONS; NANOPARTICLES; CUFE2O4; 2-AMINO-4H-CHROMENES;
D O I
10.1002/aoc.5949
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The magnetic biocompatible rod-like ZnS/CuFe2O4/agar organometallic hybrid catalyst was designed and prepared based on a natural macromolecule (agar) through a green and convenient method using inexpensive, nontoxic, and easily available substances. Then, the as-prepared catalyst was characterized by several techniques such as Fourier transform-infrared spectroscopy, energy-dispersive X-ray analysis, scanning electron microscopy image, transmission electron microscopy, vibrating sample magnetometry curve, X-ray diffraction pattern, and thermogravimetric analysis. Eventually, the catalytic application of the ZnS/CuFe2O4/agar nanobiocomposite was assessed in sequential Knoevenagel condensation-Michael addition reaction of dimedone, malononitrile, and different substituted aromatic aldehydes for the synthesis of 2-amino-tetrahydro-4H-chromene-3-carbonitrile derivatives. Some notable strengths of this environmentally benign catalyst include simplicity of catalyst preparation and separation, affording desired products with satisfactory yields (81%-97%) in very short reaction times (3-18 min), and with no need for complicated work-up processes. Experimental tests showed that the catalyst can be successfully reused after five sequential runs without significant reduction in its catalytic efficiency.
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页数:15
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