One-pot multicomponent synthesis of novel 2-(piperazin-1-yl) quinoxaline and benzimidazole derivatives, using a novel sulfamic acid functionalized Fe3O4 MNPs as highly effective nanocatalyst

被引:11
作者
Esam, Zohreh [1 ]
Akhavan, Malihe [1 ,2 ]
Bekhradnia, Ahmadreza [3 ,4 ]
机构
[1] Mazandaran Univ Med Sci, Fac Pharm, Dept Med Chem, Student Res Comm, Sari, Iran
[2] Islamic Azad Univ, Ayatollah Amoli Branch, Dept Med Chem, Fac Pharm, Amol, Iran
[3] Mazandaran Univ Med Sci, Dept Med Chem, Sari, Iran
[4] Montana State Univ, Dept Chem & Biochem, 103CBB, Bozeman, MT 59717 USA
关键词
benzimidazole; nanocatalyst; N‐ Mannich base; quinoxaline; sulfamic acid; EFFICIENT; CATALYST; NANOPARTICLES; GREEN; PROTOCOL; BASE;
D O I
10.1002/aoc.6005
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The immobilization of sulfonic acid on the surface of Fe3O4 magnetic nanoparticles (MNPs) as a novel acid nanocatalyst has been successfully reported. The morphological features, thermal stability, magnetic properties, and other physicochemical properties of the prepared superparamagnetic core-shell (Fe3O4@PFBA-Metformin@SO3H) were thoroughly characterized using Fourier transform infrared (FTIR), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDS), field-emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM), thermogravimetric analysis-differential thermal analysis (TGA-DTA), atomic force microscopy (AFM), dynamic light scattering (DLS), Brunauer-Emmett-Teller (BET), and vibrating sample magnetometer (VSM) techniques. It was applied as an efficient and reusable catalyst for the synthesis of 2-(piperazin-1-yl) quinoxaline and benzimidazole derivatives via a one-pot multiple-component cascade reaction under green conditions. The results displayed the excellent catalytic activity of Fe3O4@PFBA-metformin@SO3H as an organic-inorganic hybrid nanocatalyst in condensation and multicomponent Mannich-type reactions. The easy separation, simple workup, excellent stability, and reusability of the nanocatalyst and quantitative yields of products and short reaction time are some outstanding advantages of this protocol.
引用
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页数:22
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