Chemical Research in Chinese Universities ›› 2018, Vol. 34 ›› Issue (4): 552-558.doi: 10.1007/s40242-018-8113-2

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Copper-catalyzed ortho-Monofluorination of Aniline Derivatives with Selectfluor Directed by Picolinic Acid Amides

ZHANG Yingchao, WEN Chunxia, ZHANG Changjing, LI Jizhen   

  1. College of Chemistry, Jilin University, Changchun 130021, P. R. China
  • Received:2018-04-09 Online:2018-08-01 Published:2018-06-19
  • Contact: LI Jizhen E-mail:ljz@jlu.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.51573069) and the Project of the Department of Science & Technology of Jilin Province, China(No.20170414052GH).

Abstract: A novel and facile method for selective ortho-C-H monofluorination of aniline derivatives was achieved using Selectfluor/Cu(OAc)2/HOAc system. The reaction proceeded via electrophilic process with diverse substrates in acceptable moderate to high yields. The position selectivity was controlled by bidentate coordination of picolinic acid amides with copper.

Key words: Monofluorination, Aniline, Selectfluor, Picolinic acid, Copper