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

doi:10.1007/s40242-018-8113-2

高等学校化学研究 ›› 2018, Vol. 34 ›› Issue (4): 552-558.doi: 10.1007/s40242-018-8113-2

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

ZHANG Yingchao, WEN Chunxia, ZHANG Changjing, LI Jizhen

College of Chemistry, Jilin University, Changchun 130021, P. R. China

收稿日期:2018-04-09 出版日期:2018-08-01 发布日期:2018-06-19
通讯作者: LI Jizhen E-mail:ljz@jlu.edu.cn
基金资助:
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).

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

ZHANG Yingchao, WEN Chunxia, ZHANG Changjing, LI Jizhen

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).

摘要/Abstract

摘要： 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.

关键词: Monofluorination, Aniline, Selectfluor, Picolinic acid, Copper

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

ZHANG Yingchao, WEN Chunxia, ZHANG Changjing, LI Jizhen. Copper-catalyzed ortho-Monofluorination of Aniline Derivatives with Selectfluor Directed by Picolinic Acid Amides[J]. 高等学校化学研究, 2018, 34(4): 552-558.

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

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

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