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在无溶剂条件下,通过FeF₃催化的Pechmann缩合反应,微波辅助便捷一锅法合成香豆素衍生物及其产物的抗菌活性。

Microwave assisted convenient one-pot synthesis of coumarin derivatives via Pechmann condensation catalyzed by FeF3 under solvent-free conditions and antimicrobial activities of the products.

作者信息

Vahabi Vahid, Hatamjafari Farhad

机构信息

Department of Chemistry, Faculty of Science, Islamic Azad University-Tonekabon Branch, Tonekabon 46841-61167, Iran.

出版信息

Molecules. 2014 Aug 26;19(9):13093-103. doi: 10.3390/molecules190913093.

Abstract

A rapid and efficient solvent-free one-pot synthesis of coumarin derivatives by Pechmann condensation reactions of phenols with ethyl acetoacetate using FeF3 as a catalyst under microwave irradiation is described. This one-pot synthesis on a solid inorganic support provides the products in good yields. The newly synthesized compounds were systematically characterized by IR, 1H-NMR, 13C-NMR, MS and elemental CHN analyses. The proposed solvent-free microwave irradiation method using the environmentally friendly catalyst FeF3 offers the unique advantages of high yields, shorter reaction times, easy and quick isolation of the products, excellent chemoselectivity, and a one-pot, green synthesis. The products were screened for antimicrobial activity, and the results showed that the compounds reacted against all the tested bacteria.

摘要

描述了一种在微波辐射下,以FeF₃为催化剂,通过酚类与乙酰乙酸乙酯的Pechmann缩合反应快速高效地无溶剂一锅法合成香豆素衍生物。在固体无机载体上的这种一锅法合成以良好的产率提供产物。通过红外光谱、¹H-核磁共振、¹³C-核磁共振、质谱和元素CHN分析对新合成的化合物进行了系统表征。所提出的使用环境友好型催化剂FeF₃的无溶剂微波辐射方法具有产率高、反应时间短、产物分离容易快速、化学选择性优异以及一锅法绿色合成等独特优势。对产物进行了抗菌活性筛选,结果表明这些化合物对所有测试细菌均有反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3e/6271414/b5f1c463f4d9/molecules-19-13093-g005.jpg

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