Photoinduced Selective Hydrodefluorination of Trifluoromethylarenes Enabled by Base-Activated Hantzsch Esters

The difluoromethyl group is a privileged motif in medicinal chemistry. However, selective monohydrodefluorination of readily available trifluoromethylarenes remains challenging due to stable C-F bonds and overdefluorination. Herein, we develop a photocatalyst-free approach using photoexcited Hantzsch ester anions as both a reductant and a HAT reagent, enabling efficient, chemoselective synthesis of diverse difluoromethylarenes.

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Publication Details

Journal
Organic Letters
Published
2026-04-01
DOI
https://doi.org/10.1021/acs.orglett.6c01178
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Photoinduced Selective Hydrodefluorination of Trifluoromethylarenes Enabled by Base-Activated Hantzsch Esters

Zhijun Zuo, Wei Sun, Yuxiang Zhang, Xinyue Ma
Organic Letters
Fluorine in Organic Chemistry
article

Photoinduced Selective Hydrodefluorination of Trifluoromethylarenes Enabled by Base-Activated Hantzsch Esters

Zhijun Zuo, Wei Sun, Yuxiang Zhang, Xinyue Ma
article en

Abstract

The difluoromethyl group is a privileged motif in medicinal chemistry. However, selective monohydrodefluorination of readily available trifluoromethylarenes remains challenging due to stable C-F bonds and overdefluorination. Herein, we develop a photocatalyst-free approach using photoexcited Hantzsch ester anions as both a reductant and a HAT reagent, enabling efficient, chemoselective synthesis of diverse difluoromethylarenes.

Organic LettersVol. 28(15)
Ministry of Education of the People's Republic of China (CN)
National Natural Science Foundation of China, Natural Science Foundation of Shaanxi Province
Openalex Percentile: Top 27%
Fluorine in Organic Chemistry
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