Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2114-2118.DOI: 10.6023/cjoc201503029 Previous Articles     Next Articles

Articles

(±)-2,3,2",3"-Tetrahydroochnaflavone合成研究

张应鹏, 林森森, 石爱红, 杨云裳, 谭伟   

  1. 兰州理工大学石油化工学院 兰州 730050
  • 收稿日期:2015-03-31 修回日期:2015-05-06 出版日期:2015-10-25 发布日期:2015-06-16
  • 通讯作者: 张应鹏 E-mail:yingpengzhang@126.com
  • 基金资助:

    甘肃省自然科学基金(No. 2014GS03265)资助项目.

First Total Synthesis of (±)-2,3,2",3"-Tetrahydroochnaflavone

Zhang Yingpeng, Lin Sensen, Shi Aihong, Yang Yunshang, Tan Wei   

  1. School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050
  • Received:2015-03-31 Revised:2015-05-06 Online:2015-10-25 Published:2015-06-16
  • Supported by:

    Project supported by the the Gansu Province Natural Science Fund Project (No: 2014GS03265).

The first total synthesis of (±)-2,3,2",3"-tetrahydroochnaflavone has been achieved, which was isolated from the leaf of quintinia. The target molecular is consisting of naringenin and eriodictyol moieties, which was synthesized using 2,4,6-trihydroxyacetophenone and 4-hydroxybenzaldehyde as starting materials. The key steps in the synthesis of 2,3,2",3"-tetrahydroochnaflavone were the formation of a diaryl ether and cyclization of an ether-linked bichalcone to assemble the dihydroflavone, and the key synthetic intermediates are detailed.

Key words: (±, )-2,3,2",3"-tetrahydroochnaflavone, bioflavonoids, Ullmann reaction, total synthesis