CuMgMn layered double hydroxide acts as a multifunctional catalyst for the efficient synthesis of quinolines through cascade reactions

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-08-29 DOI:10.1016/j.tet.2025.134908

Yongsheng Zhou, Jie Yao, Jiaqi Yan, Xuan Dai, Anwei Wang, Xue Zhou, Weiyou Zhou

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Abstract

CuMgMn layered double hydroxide (LDH) has been developed as a multifunctional catalyst for the efficient synthesis of quinolines employing o-aminobenzyl alcohol and methyl ketone as substrates. Quinolines are produced through cascade reactions that include oxidative dehydrogenation, coupling and cyclization. Control experiments demonstrated that CuMgMn-LDH can accelerate all three reactions without any additives. Specifically, Mn species were identified as the catalytically active site for the oxidative dehydrogenation, while Cu species were found to be responsible for the coupling and cyclization reactions. Consequently, an effective and convenient protocol based on CuMgMn-LDH for the construction of quinoline skeleton has been developed. Various o-aminobenzyl alcohols and methyl ketones can be well tolerated by the methodology. The catalytic system also demonstrates excellent catalytical and structural stability, as well as recyclability.

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CuMgMn层状双氢氧化物作为一种多功能催化剂，通过级联反应高效合成喹啉类化合物

以邻氨基苄醇和甲酮为底物，研究了CuMgMn层状双氢氧化物（LDH）作为高效合成喹啉类化合物的多功能催化剂。喹啉是通过氧化脱氢、偶联和环化等级联反应产生的。对照实验表明，CuMgMn-LDH可以在不添加任何添加剂的情况下加速这三种反应。具体来说，Mn被确定为氧化脱氢的催化活性位点，而Cu被发现负责偶联和环化反应。因此，基于CuMgMn-LDH构建喹啉骨架的方案是一种有效、便捷的方案。该方法对各种邻氨基苯醇和甲基酮具有良好的耐受性。该催化体系还表现出优异的催化稳定性和结构稳定性，以及可回收性。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.