Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides

Jinze Du; Di Gao; Dong Zhang; Xinxin Lin; Chengkou Liu; Ning Zhu; Zhao Yang; Wei He; Zheng Fang; Kai Guo

doi:10.1002/celc.202101411

Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides

Jinze Du, Di Gao, Dong Zhang, Xinxin Lin, Chengkou Liu, Ning Zhu, Zhao Yang, Wei He, Zheng Fang, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

A metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C−H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides without directing groups. Various anilides showed good tolerance to provide the desired products in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64 %, which proved that it has a certain application potential.

Original language	English
Article number	e202101411
Journal	ChemElectroChem
Volume	9
Issue number	5
DOIs	https://doi.org/10.1002/celc.202101411
State	Published - 11 Mar 2022

Keywords

C−H activation
electrochemistry
gram-scale
metal-free
trifluoromethylation

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10.1002/celc.202101411

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title = "Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides",

abstract = "A metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C−H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides without directing groups. Various anilides showed good tolerance to provide the desired products in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64 %, which proved that it has a certain application potential.",

keywords = "C−H activation, electrochemistry, gram-scale, metal-free, trifluoromethylation",

author = "Jinze Du and Di Gao and Dong Zhang and Xinxin Lin and Chengkou Liu and Ning Zhu and Zhao Yang and Wei He and Zheng Fang and Kai Guo",

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year = "2022",

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doi = "10.1002/celc.202101411",

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T1 - Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides

AU - Du, Jinze

AU - Gao, Di

AU - Zhang, Dong

AU - Lin, Xinxin

AU - Liu, Chengkou

AU - Zhu, Ning

AU - Yang, Zhao

AU - He, Wei

AU - Fang, Zheng

AU - Guo, Kai

PY - 2022/3/11

Y1 - 2022/3/11

N2 - A metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C−H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides without directing groups. Various anilides showed good tolerance to provide the desired products in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64 %, which proved that it has a certain application potential.

AB - A metal-catalyst-free and external-oxidant-free electrochemical oxidative radical C−H ortho-trifluoromethylation is presented. The reaction specifically occurred at the ortho-position of anilides without directing groups. Various anilides showed good tolerance to provide the desired products in moderate to good yields. In addition, the gram-scale amplified product of benzanilide was obtained with a yield of 64 %, which proved that it has a certain application potential.

KW - C−H activation

KW - electrochemistry

KW - gram-scale

KW - metal-free

KW - trifluoromethylation

UR - http://www.scopus.com/inward/record.url?scp=85126191397&partnerID=8YFLogxK

U2 - 10.1002/celc.202101411

DO - 10.1002/celc.202101411

M3 - 文章

AN - SCOPUS:85126191397

SN - 2196-0216

VL - 9

JO - ChemElectroChem

JF - ChemElectroChem

IS - 5

M1 - e202101411

ER -

Electrochemical Oxidative ortho-Selective Trifluoromethylation of N-Arylamides

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Keywords

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