Ultrasound-assisted synthesis of 3-(1-(2-(1H-indol-3-yl)ethyl)-2-aryl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)indolin-2-ones by novel core-shell bio-based nanocatalyst anchoring sulfonated L-histidine on magnetized silica (SO3H-L-His@SiO2-nano Fe3O4)

被引：11
|
作者：
Nikoofar, Kobra [1 ]
Peyrovebaghi, Seyedeh S. [1 ]
机构：
[1] Alzahra Univ, Fac Phys & Chem, Dept Chem, Tehran, Iran
来源：
JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2020年 / 67卷 / 07期
关键词：
3-phenacylidenox; indole; core-shell nanostructure; nanomagnetite; tetrahydro-1H-indolyl-indolin-2-ones; tryptamine; ultrasound irradiation; ONE-POT; NANOPARTICLES; DERIVATIVES; EFFICIENT; CATALYST; ARYLAMINES; INHIBITORS; CHEMISTRY; OXINDOLE; SCAFFOLD;
D O I：
10.1002/jccs.201900365
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of 3-(1-(2-(1H-indol-3-yl)ethyl)-2-aryl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)indolin-2-ones is reported via a one-pot three-component reaction of 3-phenacylidenoxindoles, tryptamine, and dimedone under ultrasound irradiation using a newly prepared core-shell nanostructure. The utilized nanocatalyst is obtained by anchoring sulfonated L-histidine amino acid shell, as the bio part, on silica-nanomagnetite core (SO3H-L-His@SiO2-nano Fe3O4) and characterized by Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy (H-1 NMR), field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, thermogravimetric/differential thermal analysis, vibrating sample magnetometer measurements, transmission electron microscopy, and back-titration. The protocol contains several advantages, such as relatively short reaction times, simple work-up procedure by separation of the catalyst with an external magnet, the use of economical and environmentally friendly ultrasonic waves, and reusability and recoverability of the core-shell nano-promoter for three runs without significant activity loss.
引用
收藏
页码：1303 / 1313
页数：11
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