Green Chemistry Approach to the Synthesis of Biscoumarins from 4-Hydroxycoumarin

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Croatica Chemica Acta Pub Date : 2020-04-24 DOI:10.5562/cca3643
Mirjana Lončar, Marija Kovač, M. Molnar
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Abstract

Numerous biological and pharmacological properties of coumarins have designated them as significant synthetic target in many fields. Biscoumarins are considered as an important class of coumarin derivatives that show remarkable pharmacological properties. Therefore, development of the efficient new methods for their synthesis, based on green methodology, would be of a great importance in medicinal and pharmaceutical chemistry. In this work, the ultrasound and microwave assisted synthesis of biscoumarins, starting from corresponding aldehydes and 4-hydroxycoumarin is reported. Molecular iodine was used as an efficient and inexpensive catalyst for a simple synthesis, to obtain excellent yields using ethanol as a solvent. It was found that 10 % (n / n) of molecular iodine catalyzes biscoumarin synthesis in high yields (80–94 %) and in short reaction times, using both ultrasound, as well as microwave promoted conditions. Furthermore, when those two methods are compared, ultrasound promoted reactions were proven to be more suitable for this kind of reaction.
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4-羟基香豆素合成双香豆素的绿色化学方法
香豆素的许多生物学和药理学特性使其成为许多领域重要的合成靶点。双香豆素是一类重要的香豆素衍生物,具有显著的药理作用。因此,开发基于绿色方法学的高效合成新方法对药物化学具有重要意义。本文报道了超声和微波辅助合成双香豆素的方法,从相应的醛和4-羟基香豆素开始。采用分子碘作为一种高效、廉价的催化剂,以乙醇为溶剂进行了简单的合成,获得了优异的收率。研究发现,在超声和微波催化条件下,10% (n / n)的碘分子催化双香豆素合成收率高(80 - 94%),反应时间短。通过对比两种方法,超声促进反应更适合于这类反应。
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来源期刊
Croatica Chemica Acta
Croatica Chemica Acta 化学-化学综合
CiteScore
0.60
自引率
0.00%
发文量
3
审稿时长
18 months
期刊介绍: Croatica Chemica Acta (Croat. Chem. Acta, CCA), is an international journal of the Croatian Chemical Society publishing scientific articles of general interest to chemistry.
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