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新型尿素-苯甲酸功能化磁性纳米粒子用于合成2,3-二取代噻唑烷-4-酮和六氢喹啉的合成及应用

Synthesis and application of novel urea-benzoic acid functionalized magnetic nanoparticles for the synthesis of 2,3-disubstituted thiazolidin-4-ones and hexahydroquinolines.

作者信息

Fazl Fazlulhaq, Torabi Morteza, Yarie Meysam, Zolfigol Mohammad Ali

机构信息

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

出版信息

RSC Adv. 2022 Jun 1;12(26):16342-16353. doi: 10.1039/d2ra02205b.

DOI:10.1039/d2ra02205b
PMID:35747527
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9158513/
Abstract

In this work, we reported the synthesis and application of a new urea-benzoic acid containing ligand [(OEt)Si(CH)-urea-benzoic acid] for the functionalization of silica coated magnetic nanoparticles. The resulting structure, namely FeO@SiO@(CH)-urea-benzoic acid, was characterized through different techniques including FT-IR, SEM, EDX-Mapping, VSM and TGA/DTG analysis. Then, FeO@SiO@(CH)-urea-benzoic acid was applied as a heterogeneous dual acidic and hydrogen bonding catalyst for the synthesis of 2,3-disubstituted thiazolidin-4-ones and hexahydroquinolines under mild and green reaction conditions. More importantly, all of the desired products were obtained with relatively good yields. Also, the catalyst was recovered and reused for four successive runs without significant reduction in yield of the model reaction.

摘要

在本工作中,我们报道了一种含新型脲 - 苯甲酸配体[(OEt)Si(CH) - 脲 - 苯甲酸]的合成及其用于二氧化硅包覆磁性纳米粒子功能化的应用。通过包括傅里叶变换红外光谱(FT - IR)、扫描电子显微镜(SEM)、能谱分析(EDX - Mapping)、振动样品磁强计(VSM)和热重/微商热重分析(TGA/DTG)等不同技术对所得结构即FeO@SiO@(CH) - 脲 - 苯甲酸进行了表征。然后,FeO@SiO@(CH) - 脲 - 苯甲酸作为一种多相双酸性和氢键催化剂,用于在温和且绿色的反应条件下合成2,3 - 二取代噻唑烷 - 4 - 酮和六氢喹啉。更重要的是,所有所需产物均以相对较高的产率获得。此外,该催化剂被回收并连续重复使用四次,模型反应的产率没有显著降低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c66c/9158513/8fc304e817de/d2ra02205b-s5.jpg
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