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用于多组分合成色烯并[4,3 - ]喹啉 - 6,8 - 二酮衍生物的γ - 氧化铁@锌 - 层状双氢氧化物 - 乙二胺 - 磺基水杨酸

γ-FeO@Zn-LDH-EAE-SOH for multi-component synthesis of chromeno[4,3-]quinoline-6,8-dione derivatives.

作者信息

Vatandoust Namanloo Ahad, Akhlaghnia Batool

机构信息

Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad Mashhad 9177948974 Iran

出版信息

RSC Adv. 2025 Jun 24;15(27):21465-21478. doi: 10.1039/d5ra03659c. eCollection 2025 Jun 23.

Abstract

In this study, 2-aminoethanesulfonic acid immobilized on epichlorohydrin-functionalized γ-FeO@Zn-LDH (γ-FeO@Zn-LDH-EAE-SOH) was synthesized as a new and efficient magnetic nanostructured catalyst for the rapid synthesis of chromeno[4,3-]quinoline-6,8-dione derivatives. The nanostructured catalyst was subsequently characterized using various techniques including FT-IR, XRD, TEM, FE-SEM, EDX, EDX-mapping, TGA, CHNS and VSM analyses. The characterization results confirmed the composition of γ-FeO@Zn-LDH-EAE-SOH and demonstrated that the magnetic nanoparticles were spherical in shape with average particle sizes ranging from 5 to 17 nm. As an excellent alternative to Brønsted acids, γ-FeO@Zn-LDH-EAE-SOH exhibited high efficiency in the multi-component synthesis of chromeno[4,3-]quinoline-6,8-dione derivatives in green media. In comparison to the conventional methods, this protocol presented several key benefits such as reduced reaction times, mild reaction conditions, simple work-up processes, pure products with high yields, easy catalyst recovery with an external magnetic field and the capability to reuse the catalyst several times without any significant loss in its catalytic activity. In addition, a notable feature of the present protocol was the use of ethanol as an environmentally friendly solvent, eliminating the use of toxic solvents.

摘要

在本研究中,合成了固定在环氧氯丙烷功能化的γ-FeO@Zn-LDH(γ-FeO@Zn-LDH-EAE-SOH)上的2-氨基乙磺酸,作为一种新型高效的磁性纳米结构催化剂,用于快速合成色烯并[4,3-c]喹啉-6,8-二酮衍生物。随后,使用包括傅里叶变换红外光谱(FT-IR)、X射线衍射(XRD)、透射电子显微镜(TEM)、场发射扫描电子显微镜(FE-SEM)、能量散射X射线光谱(EDX)、EDX映射、热重分析(TGA)、元素分析(CHNS)和振动样品磁强计(VSM)分析等各种技术对该纳米结构催化剂进行了表征。表征结果证实了γ-FeO@Zn-LDH-EAE-SOH的组成,并表明磁性纳米颗粒呈球形,平均粒径在5至17纳米之间。作为布朗斯特酸的一种优异替代品,γ-FeO@Zn-LDH-EAE-SOH在绿色介质中多组分合成色烯并[4,3-c]喹啉-6,8-二酮衍生物方面表现出高效率。与传统方法相比,该方案具有几个关键优势,如反应时间缩短、反应条件温和、后处理过程简单、产物纯度高且产率高、通过外部磁场易于回收催化剂以及能够多次重复使用催化剂而其催化活性无任何显著损失。此外,本方案的一个显著特点是使用乙醇作为环境友好型溶剂,避免了使用有毒溶剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9281/12186498/ce94aeb8f77b/d5ra03659c-s1.jpg

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