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具有脲连接基的离子标记磁性纳米颗粒:基于异头碳氧化机制在制备2-芳基喹啉-4-羧酸中的应用。

Ionically Tagged Magnetic Nanoparticles with Urea Linkers: Application for Preparation of 2-Aryl-quinoline-4-carboxylic Acids via an Anomeric-Based Oxidation Mechanism.

作者信息

Ghasemi Parvin, Yarie Meysam, Zolfigol Mohammad Ali, Taherpour Avat Arman, Torabi Morteza

机构信息

Department of Organic Chemistry, Razi University, P.O. Box 67149-67346, Kermanshah 6714414971, Iran.

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan 6516738695, Iran.

出版信息

ACS Omega. 2020 Feb 11;5(7):3207-3217. doi: 10.1021/acsomega.9b03277. eCollection 2020 Feb 25.

Abstract

In this exploration, we reported the design and synthesis of a novel ionically tagged magnetic nanoparticles bearing urea linkers, namely, FeO@SiO@(CH)-urea-thiazole sulfonic acid chloride. The structure of the mentioned compound was fully characterized by using several techniques including Fourier transform infrared spectroscopy, energy-dispersive X-ray analysis, elemental mapping analysis, thermogravimetric analysis/differential thermal analysis, scanning electron microscopy, transmission electron microscopy, and vibrating sample magnetometer. In the presence of the novel reusable catalyst, applied starting materials including aryl aldehydes, pyruvic acid, and 1-naphthylamine condensed to afford the desired 2-aryl-quinoline-4-carboxylic acid derivatives via an anomeric-based oxidation pathway under solvent-free conditions.

摘要

在本研究中,我们报道了一种带有脲连接基的新型离子标记磁性纳米粒子的设计与合成,即FeO@SiO@(CH)-脲-噻唑磺酰氯。通过多种技术对上述化合物的结构进行了全面表征,包括傅里叶变换红外光谱、能量色散X射线分析、元素映射分析、热重分析/差示热分析、扫描电子显微镜、透射电子显微镜和振动样品磁强计。在这种新型可重复使用催化剂的存在下,包括芳醛、丙酮酸和1-萘胺在内的起始原料在无溶剂条件下通过基于端基异构的氧化途径缩合,得到所需的2-芳基喹啉-4-羧酸衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bd8c/7045317/06f7313da968/ao9b03277_0009.jpg

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