Ugi-modified nano NaY zeolite for the synthesis of new 1,5-dihydro-2H-pyrrol-2-ones under mild conditions

被引:8
作者
Younesi, Hamidreza [1 ]
Asghari, Sakineh [1 ]
Pasha, Ghasem Firouzzadeh [1 ]
Tajbakhsh, Mahmood [1 ]
机构
[1] Univ Mazandaran, Fac Chem, Dept Organ Chem, Babolsar 4741695447, Iran
关键词
green chemistry; isocyanide-based multicomponent reactions; Nano NaY zeolite; pyrrols; Ugi-functionalized nano NaY; MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; ISOCYANIDE; DISCOVERY; CATALYST; BETA; DERIVATIVES; INHIBITORS; CHEMISTRY; ACIDS;
D O I
10.1002/aoc.7127
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this study, it was aimed to modify the nano zeolite surface via a multi-component reaction to obtain high functionality in one pot process. For this purpose, the Ugi-reaction was applied for the first time to develop a novel hydrogen-bonding nanocatalyst. The nano NaY zeolite was post-modified using 3-aminopropyltriethoxysilane (APTES), followed by the Ugi reaction with salicylaldehyde, tert-butyl isocyanide, and acetic acid to create carboxamide-functionalized nano NaY. The presence of hydroxyl groups, pores, and carboxamide moieties on the surface of nano zeolite could improve the reactivity, dispersibility, and hydrogen bonding formation capability of the nano zeolite. The formation of the nanocatalyst was investigated by Dynamic Light Scattering (DLS), X-Ray Diffraction (XRD), Differential Thermal Analysis (DTA), Fourier Transform Infrared spectroscopy (FT-IR), Thermogravimetric Analysis (TGA), Transmission Electron Microscopy (TEM), Brunauer-Emmett-Teller (BET), Scanning Electron Micrograph (SEM), Elemental analyses, and Energy Dispersive Spectroscopy (EDS). The catalytic activity of the synthesized modified nano zeolite was examined in the three component-reaction of aldehydes, amines, and ethyl pyruvate to obtain new pyrrol derivatives in high yields under mild conditions. After separation by filtration, the catalyst can be recycled for up to seven subsequent runs without any appreciable activity loss. Thus, the titled heterocycles can be prepared in an eco-friendly manner since the catalyst is easily recovered and reused, and the procedure is simple to perform. The results indicated that the catalytic system developed in this study may be useful for the preparation of other beneficial heterocyclic compounds under environmentally benign conditions.
引用
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页数:16
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