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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (8): 898-901. 上一篇    下一篇

研究论文

以Heck反应合成(E)-3-甲氧基-4,4'-二羟基二苯乙烯的研究

丁宁, 李英霞*, 褚世栋   

  1. 中国海洋大学海洋药物与食品研究所 教育部海洋药物重点实验室 青岛 266003
  • 收稿日期:2003-07-07 修回日期:2003-11-22 接受日期:2004-02-19 发布日期:2022-09-20
  • 通讯作者: * E-mail: liyx417@ouc.edu.cn
  • 基金资助:
    国家自然科学基金(No. 30271529)资助项目.

Study on the Synthesis of (E)-3-Methoxy-4,4'-dihydroxy-stilbene by Heck Reaction

DING Ning, LI Ying-Xia*, CHU Shi-Dong   

  1. Key Laboratory of Marine Drugs, Ministry of Education, Marine Drugs andFood Institute, Ocean University of China, Qingdao 266003
  • Received:2003-07-07 Revised:2003-11-22 Accepted:2004-02-19 Published:2022-09-20

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以香兰素为原料、以Heck反应为关键反应构建两苯环间乙烯桥,经四步反应、以Heck 反应75.7%的收率和50.3%的总收率合成了目标化合物(E)-3-甲氧基-4,4'-二羟基二苯乙烯(1),并对Heck反应等反应条件进行了探讨.

关键词: Heck反应, Wittig反应, (E)-3-甲氧基-4,4'-二羟基二苯乙烯, 二苯乙烯, 香兰素

(E)-3-Methoxy-4,4'-dihydroxy-stilbene was synthesized from readily available vanillin in four steps and in 50.3% overall yield byHeck reaction used as the key step to construct the ethylenic bridge. The catalytic system of Heck reaction was investigated in details to get 75.7% yield and100% trans-isomer.

Key words: Heck reaction, Wittig reaction, 3-methoxy-4,4'-dihydroxy-stilbene, stilbene, vanillin