有机化学 ›› 2013, Vol. 33 ›› Issue (01): 159-163.DOI: 10.6023/cjoc201209011 上一篇    下一篇

研究简报

吡喃异黄酮Barbigerone及其类似物的简便合成

杨佑喆a,b, 王超a, 孙健a,b   

  1. a 中国科学院成都生物研究所 成都 610041;
    b 中国科学院大学 北京 100049
  • 收稿日期:2012-09-07 修回日期:2012-10-08 发布日期:2012-10-12
  • 通讯作者: 孙健 E-mail:sunjian@cib.ac.cn
  • 基金资助:

    国家自然科学基金(No. 20972152)资助项目.

A Concise Synthesis of Barbigerone and Structural Analogues

Yang Youzhea,b, Wang Chaoa, Sun Jiana,b   

  1. a Chengdu Institute of Biology, Chinese Academy of Science, Chengdu 610041;
    b University of Chinese Academy of Sciences, Beijing 100049
  • Received:2012-09-07 Revised:2012-10-08 Published:2012-10-12
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20972152).

报道一种以间苯二酚为起始原料, 通过傅-克酰基化、成吡喃环、羟醛缩合、氧化-重排-关环等五步反应, 简洁、高效地合成天然吡喃异黄酮Barbigerone及其类似物的方法. 该方法不仅原料易得、价格低廉、操作简单、条件温和, 而且可得高达24%~30%的总收率.

关键词: 间苯二酚, 吡喃异黄酮, 合成, Barbigerone, 类似物

A concise and highly efficient protocol for the synthesis of barbigerone and its structural analogues is reported. Resorcinol was converted to the final products via Friedel-Crafts reaction, pyranoid ring formation, aldol reaction, and oxidation-rearrangement-cyclization with 24%~30% overall yields.

Key words: rescocinol, pyranoisoflavones, synthesis, barbigerone, analogues