Rapid and Metal-Free Green Synthesis of Coumarins Catalyzed by Humic Acid

IF 0.7 4区 化学 Q4 CHEMISTRY, ORGANIC
Ling Wei, Yichun Wang, Qixuan Huang, Hongshe Wang
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引用次数: 0

Abstract

: In recent years, numerous methods have been developed for the synthesis of coumarins via Pechmann reaction catalyzed by various catalysts. Although each of the synthetic strategies previously reported has its own merit, most of these methods are associated with certain disadvantages, including the use of commercially unavailable metal catalysts and organic solvents, low yields, and long reaction times. Therefore, the development of a highly efficient, green, and sustainable catalytic methodology for the synthesis of coumarins is still desirable. Humic acid has been found to be an efficient catalyst for the synthesis of coumarins via the Pechmann reaction at 80oC under solvent-free conditions. The methodology enables the synthesis of structurally diverse coumarins from phenols and β-keto esters within 5-8 min in high yields (91-99%). The green, commercially available, inexpensive organocatalyst can be effectively recycled and reused five times with no significant dropdown in the yield of the product. The method reported has the advantages of high yield, no need for metal catalysts, short reaction time, simple operation, and green and reusable catalyst.
腐植酸催化香豆素的快速无金属绿色合成
:近年来,在各种催化剂的催化下通过佩赫曼反应合成香豆素的方法层出不穷。尽管之前报道的每种合成策略都有其优点,但这些方法大多存在一些缺点,包括使用市面上买不到的金属催化剂和有机溶剂、产量低、反应时间长等。因此,开发一种高效、绿色和可持续的催化方法来合成香豆素仍然是很有必要的。研究发现,腐植酸是一种高效催化剂,可在 80oC 无溶剂条件下通过 Pechmann 反应合成香豆素。该方法可在 5-8 分钟内从苯酚和 β-酮酯合成结构多样的香豆素类化合物,产率高(91-99%)。这种可从市场上买到的绿色廉价有机催化剂可以有效地回收和重复使用五次,而且产品收率没有明显下降。所报告的方法具有产率高、无需金属催化剂、反应时间短、操作简单、催化剂绿色环保且可重复使用等优点。
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来源期刊
Letters in Organic Chemistry
Letters in Organic Chemistry 化学-有机化学
CiteScore
1.30
自引率
12.50%
发文量
135
审稿时长
7 months
期刊介绍: Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.
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