Electrochemically driven direct C–H difluoroethylation of (hetero)arenes under metal/catalyst-free conditions

An efficient electrochemical method for the regioselective difluoroethylation of various (hetero)arenes was smoothly accomplished. Without metal catalysts and external oxidants involved, this method leads to the easy accessibility of valuable CF<sub>2</sub>Me-substituted architectures. Notably, this electrochemical protocol successfully enabled the other valuable fluoroalkylation of heteroarenes. The controlled experiments indicated that a radical mechanism was involved in this transformation. The mild reaction conditions, excellent functional group compatibility, and good efficiency and selectivity render this method a promising strategy for late-stage modification of bioactive complex molecules.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc01983d
Citations
6
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
4.74

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article

Electrochemically driven direct C–H difluoroethylation of (hetero)arenes under metal/catalyst-free conditions

Yunfei Tian, Zejiang Li, Weijun Fu, Yuanfeng Liang et al.
6 citations
Chemical Communications
Fluorine in Organic Chemistry
4.74
article

Electrochemically driven direct C–H difluoroethylation of (hetero)arenes under metal/catalyst-free conditions

Yunfei Tian, Zejiang Li, Weijun Fu, Yuanfeng Liang, Jiahui Zhang, Jiajia Wang, Jiayi Zhang, Zhihui Gao, Zheng LuPing
article en
6 citations

Abstract

An efficient electrochemical method for the regioselective difluoroethylation of various (hetero)arenes was smoothly accomplished. Without metal catalysts and external oxidants involved, this method leads to the easy accessibility of valuable CF<sub>2</sub>Me-substituted architectures. Notably, this electrochemical protocol successfully enabled the other valuable fluoroalkylation of heteroarenes. The controlled experiments indicated that a radical mechanism was involved in this transformation. The mild reaction conditions, excellent functional group compatibility, and good efficiency and selectivity render this method a promising strategy for late-stage modification of bioactive complex molecules.

Chemical CommunicationsVol. 61(61)
Luoyang Normal University (CN), Ministry of Education (TW), Hebei University (CN), Beihang University (CN)
National Natural Science Foundation of China, Hebei University, Key Scientific Research Project of Colleges and Universities in Henan Province, Integrative and Collaborative Education and Research
Openalex Percentile: Top 5%
Fluorine in Organic Chemistry
4.74
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Electrochemically driven direct C–H difluoroethylation of (hetero)arenes under metal/catalyst-free conditions — Yunfei Tian, Zejiang Li, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS