Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3390-3399.DOI: 10.6023/cjoc202104063 Previous Articles     Next Articles

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3-取代苯酞的合成研究进展

李泉城, 姜岚, 白瑞, 韩永康, 李争宁*()   

  1. 大连大学环境与化工学院 辽宁大连 116622
  • 收稿日期:2021-04-30 修回日期:2021-05-26 发布日期:2021-07-05
  • 通讯作者: 李争宁

Progress in the Synthesis of 3-Substituted Phthaides

Quancheng Li, Lan Jiang, Rui Bai, Yongkang Han, Zhengning Li()   

  1. College of Environmental and Chemical Engineering, Dalian University, Dalian, Liaoning 116622
  • Received:2021-04-30 Revised:2021-05-26 Published:2021-07-05
  • Contact: Zhengning Li

3-Substituted phthalides are widely distributed in plants and fungi. They are active ingredients in traditional Chinese herbal medicines, and have attracted much attention in modern medicinal chemistry. The synthetic methods of 3-substituted phthalides are reviewed, especially those in enantioselective manners. The main approach involves: (a) construction of lactones from C—C bond formation reactions, e.g. an aldol/lactonization cascade reaction of 2-acylbenzoates and alikes, (b) construction of lactones via C—O bond formation reactions, e.g. reductive lactonization of 2-acylbenzoates or reduction of 3-alkenyl phthalides, intramolecular oxidation/lactonization, or intramolecular redox/lactonization. These methods are of great significance for the high stereoselective synthesis of phthalides and drug research.

Key words: phthalide, isobenzofuran-1(3H)-one, synthesis, enantioselectivity, natural product