有机化学 ›› 2019, Vol. 39 ›› Issue (4): 1142-1146.DOI: 10.6023/cjoc201812005 上一篇    下一篇

研究简报

咔唑生物碱Murrayaquinone A的全合成

张坤, 徐红进, 刘咨博, 宋传君   

  1. 郑州大学化学与分子工程学院 郑州 450001
  • 收稿日期:2018-12-04 修回日期:2018-12-24 出版日期:2019-04-25 发布日期:2019-01-10
  • 通讯作者: 宋传君 E-mail:chjsong@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21771163)资助项目.

Total Synthesis of Carbazole Alkaloid Murrayaquinone A

Zhang Kun, Xu Hongjin, Liu Zibo, Song Chuanjun   

  1. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001
  • Received:2018-12-04 Revised:2018-12-24 Online:2019-04-25 Published:2019-01-10
  • Contact: 10.6023/cjoc201812005 E-mail:chjsong@zzu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21771163).

三环咔唑醌类生物碱Murrayaquinone A是从九里香属植物中分离得到的,具有强心活性.以商品化的3-乙酰基吲哚为起始原料,首次将钯催化的分子内吲哚α-C-H烯基化反应应用于咔唑天然产物A环的构建,经8步反应、以8%的总收率实现了Murrayaquinone A的全合成.

关键词: Murrayaquinone A, 咔唑生物碱, C-H烯基化, 全合成

Murrayaquinone A is a carbazolequinone alkaloid isolated from the root bark of Murraya euchrestifolia Hayata. It has been found to exhibit cardiotonic activity on heart muscle. Starting from the commercially available 3-acylindole, the total synthesis of Murrayaquinone A was realized in eight steps in an overall yield of 8%. The key step of our synthesis involves a palladium-catalyzed intramolecular α-C-H alkenylation of indole derivative to construct the carbazole A ring.

Key words: murrayaquinone A, carbazole alkaloid, C-H alkenylation, total synthesis