Nickel-Mediated Divergent Trifluoromethylation of Chlorinated and Brominated Phenol Derivatives through Chemoselective Cleavage of Ar–O and Ar–Cl(Br) Bonds

We report herein that nickel-mediated trifluoromethylation of chlorinated and brominated phenol derivatives ClArOTs and BrArOTf gave chloro(bromo)trifluoromethylarenes through the chemoselective cleavage of Ar-O bonds. Furthermore, under similar reaction conditions, the chemoselective trifluoromethylation of Ar-Cl and Ar-Br bonds of ClArOPiv and BrArOTs was achieved to give trifluoromethylated phenol derivatives.

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Publication Details

Journal
Organic Letters
Published
2024-09-05
DOI
https://doi.org/10.1021/acs.orglett.4c03020
Citations
3
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.62

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article

Nickel-Mediated Divergent Trifluoromethylation of Chlorinated and Brominated Phenol Derivatives through Chemoselective Cleavage of Ar–O and Ar–Cl(Br) Bonds

Feng‐Ling Qing, Xiang‐Yi Chen, Weiqiang Hu
3 citations
Organic Letters
Fluorine in Organic Chemistry
0.62
article

Nickel-Mediated Divergent Trifluoromethylation of Chlorinated and Brominated Phenol Derivatives through Chemoselective Cleavage of Ar–O and Ar–Cl(Br) Bonds

Feng‐Ling Qing, Xiang‐Yi Chen, Weiqiang Hu
article en
3 citations

Abstract

We report herein that nickel-mediated trifluoromethylation of chlorinated and brominated phenol derivatives ClArOTs and BrArOTf gave chloro(bromo)trifluoromethylarenes through the chemoselective cleavage of Ar-O bonds. Furthermore, under similar reaction conditions, the chemoselective trifluoromethylation of Ar-Cl and Ar-Br bonds of ClArOPiv and BrArOTs was achieved to give trifluoromethylated phenol derivatives.

Organic LettersVol. 26(37)
Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 36%
Fluorine in Organic Chemistry
0.62
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