有机化学 ›› 2010, Vol. 30 ›› Issue (03): 465-468. 上一篇    下一篇

研究简报

微波辅助1,4-迈克尔加成合成香豆素3-, 4-并六元杂环衍生物

严胜骄,林军*   

  1. (云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091)
  • 收稿日期:2009-05-31 修回日期:2009-09-30 发布日期:2010-03-28
  • 通讯作者: 严胜骄 E-mail:yanshengjiao@126.com
  • 基金资助:

    云南省自然科学基金

Microwave Assisted Synthesis of Coumarin[3,4-c] Six-membered Heterocyclic Derivatives via 1,4-Michael Addition Reaction

Yan Shengjiao,Lin Jun   

  1. (Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education,
    School of Chemical Science and Technology, Yunnan University, Kunming 650091)
  • Received:2009-05-31 Revised:2009-09-30 Published:2010-03-28
  • Contact: Sheng-Jiao Yan E-mail:yanshengjiao@126.com

在微波辐射下, 以1,4-二氧六环为介质, 六甲基二硅基胺基钾(KHMDS)为碱使香豆素与杂环烯酮缩胺进行加成环化及脱氢芳构化反应合成多环香豆素类化合物. 该法只需微波辐射20 min, 产率60%~87%. 该法具有反应时间短, 操作简便等特点.

关键词: 香豆素, 微波辅助, 杂环烯酮缩胺

A series of coumarin[3,4-c] six-membered heterocyclic derivatives were synthesized via 1,4-Michael addition, condensation and aromatization of coumarin and heterocyclic ketene aminals catalyzed by potassium hexamethyldisilazane (KHMDS) in dioxane under microwave irradiation. The reactions were completed in 20 min with 60%~87% yields, easy work-up and short reaction time.

Key words: coumarin, microwave, heterocyclic ketene aminal