Using Supercritical Diethyl Ether as the Reaction Medium for the Synthesis of 3-Acetyl and 4-Methyl Substituted Coumarins

IF 1.7 3区 化学 Q3 CHEMISTRY, ORGANIC Current Organic Chemistry Pub Date : 2024-03-01 DOI:10.2174/0113852728284871240215103216
Zeynep Özsırkıntı, Abdul Hakim Hakimi, Mehmet Erşatır, Murat Türk, Onur Demirkol, Elife Sultan Giray
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Abstract

aims: Using supercrticial diethylether as a reaction solvent Abstract: Due to very good biological activity and use as fluorescent probes, coumarin synthesis and developing new synthesis methods are still an attractive area for many research groups. In this work, for the first time, a novel, mild, and green method has been developed for coumarin synthesis by using supercritical diethyl ether as a reaction medium. The optimum conditions for the synthesis of 3-acetylcoumarins and 4-methylcoumarins have been explored. These newly established techniques could be a favourable approach against two traditional synthetic routes in terms of green chemistry criteria for the synthesis of important intermediates, 3-acetyl coumarins and 4-methyl coumarins. 4-Methyl coumarins have been obtained in good-to-excellent yields (63-87%); for example, b-methylumbelliferone, a naturally bioactive coumarin compound, was synthesised in 30 min at 200°C, resulting in 87% yield, while several 3-acetyl coumarins were synthesized in very good yields (28-96%).
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使用超临界二乙醚作为合成 3-乙酰基和 4-甲基取代香豆素的反应介质
目的:以超临界二乙醚为反应溶剂 摘要:由于具有很好的生物活性并可用作荧光探针,香豆素的合成和开发新的合成方法仍然是许多研究小组感兴趣的领域。本研究首次以超临界二乙醚为反应介质,建立了一种新型、温和、绿色的香豆素合成方法。研究还探讨了合成 3-乙酰基香豆素和 4-甲基香豆素的最佳条件。就合成重要中间体 3-乙酰基香豆素和 4-甲基香豆素的绿色化学标准而言,这些新建立的技术与两种传统合成路线相比可能是一种有利的方法。4 甲基香豆素的产率从良好到极佳(63-87%)不等;例如,天然生物活性香豆素化合物 b-methylumbelliferone 在 200°C 下 30 分钟内即可合成,产率为 87%,而几种 3-乙酰基香豆素的合成产率非常高(28-96%)。
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来源期刊
Current Organic Chemistry
Current Organic Chemistry 化学-有机化学
CiteScore
3.70
自引率
7.70%
发文量
76
审稿时长
1 months
期刊介绍: Current Organic Chemistry aims to provide in-depth/mini reviews on the current progress in various fields related to organic chemistry including bioorganic chemistry, organo-metallic chemistry, asymmetric synthesis, heterocyclic chemistry, natural product chemistry, catalytic and green chemistry, suitable aspects of medicinal chemistry and polymer chemistry, as well as analytical methods in organic chemistry. The frontier reviews provide the current state of knowledge in these fields and are written by chosen experts who are internationally known for their eminent research contributions. The Journal also accepts high quality research papers focusing on hot topics, highlights and letters besides thematic issues in these fields. Current Organic Chemistry should prove to be of great interest to organic chemists in academia and industry, who wish to keep abreast with recent developments in key fields of organic chemistry.
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