| 崔灵,王焮垭,高亚平,袁金伟.化学通报,2026,89(2):223-228. |
| KI-TBHP催化下3-芳基异香豆素衍生物的合成研究 |
| KI-TBHP-Mediated Synthesis of 3-Arylisocoumarin Derivatives |
| 投稿时间:2025-08-09 修订日期:2025-10-23 |
| DOI: |
| 中文关键词: 异香豆素 邻苯乙烯基苯甲酸 3-芳基异香豆素 微波辅助 自由基反应 |
| 英文关键词:Isocoumarin o-styrylbenzoic acid 3-aryl isocoumarin Under microwave assistance Radical reaction |
| 基金项目:河南省自然科学基金项目(252300421284)资助 |
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| 中文摘要: |
| 异香豆素是许多天然产物的重要结构单元,具有抗真菌、抗氧化等多种生物活性和药用价值。然而,当前关于该类化合物及其衍生物的合成方法研究仍较为有限。本文在微波辅助条件下,以邻苯乙烯基苯甲酸为原料,系统考察了反应的影响因素及机理。研究表明:在微波加热下,使用KI(0.1 equiv.)作为催化剂,TBHP(3 equiv.)作为氧化剂,乙腈为溶剂,在100℃下反应40 min时,反应产率可达80%。该反应通过自由基机理进行。在优化条件下,成功合成了7个3-芳基异香豆素类衍生物,并通过IR、NMR、HRMS等手段对其结构进行了表征。该研究为异香豆素衍生物的绿色合成提供了新的方法。 |
| 英文摘要: |
| Isocoumarin is an important structural unit in many natural products, possessing various biological activities and medicinal values such as antifungal and antioxidant properties. However, the current research on the synthesis methods of this type of compounds and their derivatives is still relatively limited. In this paper, under microwave-assisted conditions, using o-styrylbenzoic acid as the raw material, the influencing factors and mechanism of the reaction were systematically investigated. The results showed that under microwave heating, using KI (0.1 equiv.) as the catalyst, TBHP (3 equiv.) as the oxidant, acetonitrile as the solvent, and reacting at 100℃ for 40 mins, the yield could reach 80%. This reaction proceeds via a free radical mechanism. Under optimized conditions, 7 3-aryl isocoumarin derivatives were successfully synthesized, and their structures were characterized by IR, NMR and HRMS. This study provides a new method for the green synthesis of isocoumarin derivatives. |
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