Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (8): 2323-2327.DOI: 10.6023/cjoc201903077 Previous Articles     Next Articles

Special Issue: 陈茹玉先生诞辰100周年

Notes

四丁基溴化铵介导的N-甲基苯胺和色氨酸衍生物的环化芳香化合成β-咔啉

王震a, 张玲b, 张富赓b, 王彬a   

  1. a 南开大学药学院 天津 300353;
    b 南开大学附属环湖医院 天津 300350
  • 收稿日期:2019-03-30 修回日期:2019-05-16 出版日期:2019-08-25 发布日期:2019-06-03
  • 通讯作者: 张富赓, 王彬 E-mail:clare2006@163.com;wangbin@nankai.edu.cn
  • 基金资助:

    国家自然科学基金(No.21172120,21472093)资助项目.

Synthesis of β-Carbolines through Tetra-n-butylammonium Bromide-Mediated Cycloaromatization Reaction of N-Methylaniline with Tryptophan Derivatives

Wang Zhena, Zhang Lingb, Zhang Fugengb, Wang Bina   

  1. a College of Pharmacy, Nankai University, Tianjin 300353;
    b Department of Pharmacy, Affiliated Huanhu Hospital of Nankai University, Tianjin 300350
  • Received:2019-03-30 Revised:2019-05-16 Online:2019-08-25 Published:2019-06-03
  • Contact: 10.6023/cjoc201903077 E-mail:clare2006@163.com;wangbin@nankai.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China ((Nos. 21172120, 21472093).

A mild and efficient nBu4NBr-mediated oxidative cycloaromatization to prepare β-carbolines from readily available tryptophans and N-methylaniline is described. The present metal free protocol is complementary to the existing methods for the synthesis of aromatic β-carbolines.

Key words: β-carboline, tetra-n-butylammonium bromide, N-methylaniline, cycloaromatization