Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 648-652.DOI: 10.6023/cjoc201508027 Previous Articles     Next Articles



赵剑阳a,b, 郑紫华a,b, 黄晴菲a, 邓金根c, 朱槿a, 王启卫a   

  1. a 中国科学院成都有机化学研究所 成都 610041;
    b 中国科学院大学 北京 100049;
    c 四川大学华西药学院 成都 610041
  • 收稿日期:2015-08-27 修回日期:2015-10-31 发布日期:2015-11-16
  • 通讯作者: 朱槿, 王启卫;
  • 基金资助:


A Method for the Synthesis of the Isorhapontigenin and the Stilbene Compounds in Similar Structures

Zhao Jianyanga,b, Zheng Zihuaa,b, Huang Qingfeia, Deng Jingenc, Zhu Jina, Wang Qiweia   

  1. a Chengdu Institute of Organic Chemistry, Chinese Academy of Science, Chengdu 610041;
    b University of Chinese Academy of Sciences, Beijing 100049;
    c West China School of Pharmacy Sichuan University, Chengdu 610041
  • Received:2015-08-27 Revised:2015-10-31 Published:2015-11-16
  • Supported by:

    Project supported by the Award for Innovative Talents in Chengdu High-tech Zone.

A method for the synthesis of the isorhapontigenin and the stilbene compounds in similar structures was developed. Using 3,5-dihydroxybenzoic acid as starting material, benzyl protecting the phenolic hydroxyl, via the Wittig-Horner reaction to construct the trans stilbene structure, and then debenzylation under the palladium on carbon/ammonium formate system condition, the isorhapontigenin could be obtained in the yield of up to 48%. The catalytic system was successfully applied in the synthesis of a series of hydroxyl stilbene compounds, which could achieve good results. All the reactions worked under mild conditions and obtained in good yield. Furthermore the materials were of cheap and less toxicity. It provided us a simple way to synthesize hydroxyl stilbene compounds in large scale.

Key words: isorhapontigenin, hydroxyl stilbene compounds, palladium on carbon/ammonium formate, debenzylation