Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2119-2124.DOI: 10.6023/cjoc201505013 Previous Articles     Next Articles



殷伯翰, 吴燕华, 麻红利, 马晓东, 傅滨, 刘吉平   

  1. 中国农业大学理学院 北京 100193
  • 收稿日期:2015-05-07 修回日期:2015-06-08 发布日期:2015-06-16
  • 通讯作者: 傅滨, 刘吉平
  • 基金资助:

    国家自然科学基金(Nos. J1210064, 21172255)资助项目.

Studies on the Asymmetric Catalytic Friedel-Crafts Alkylation of Indoles with Trifluoromethyl Pyruvate Catalyzed by Heteroarylidene-BOX-Cu Complexes

Yin Bohan, Wu Yanhua, Ma hongli, Ma Xiaodong, Fu Bin, Liu Jiping   

  1. College of Science, China Agricultural University, Beijing 100193
  • Received:2015-05-07 Revised:2015-06-08 Published:2015-06-16
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. J1210064, 21172255).

This paper reported the reaction of indoles with trifluoromethyl pyruvate catalyzed by heteroaryliden-tethered bis-oxazoline-Cu(II) complex, and the effects of ligand structure, solvent, temperature and different indole substrates on the catalytic reactions were investigated. The results indicate that the reaction furnished high reactivity and moderate to good enantioselectivity, and the substituents on the indole ring have important impact on the reaction. The reaction can afford the indole derivatives with a chiral tertiary carbon center bearing trifluoromethyl substituent in high yields with moderate to good enantioselectivities.

Key words: trifluoromethyl, Friedel-Crafts, indole, bis-oxazoline