Photoexcited Hantzsch Ester Anions Enabled C−F Bond Activation and Hydro‐Difluoroalkylation of Arylethylenes Through Dual‐SET Process

In this study, we reported a new approach to activate the C-F bond of trifluoromethylarenes to achieve the hydro-difluoroalkylation of arylethylenes using photoexcited Hantzsch esters (HEs) anions. A wide range of α,α-difluoroalkanes was synthesized. Late-stage functionalization of drug molecules and synthesis of bioactive molecule bioisostere were also presented. Mechanistic studies revealed that the dual-single electron transfer (SET) process of HEs anion was the key to this reaction.

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Publication Details

Journal
Chemistry - A European Journal
Published
2024-12-23
DOI
https://doi.org/10.1002/chem.202404116
Citations
6
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.25

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article

Photoexcited Hantzsch Ester Anions Enabled C−F Bond Activation and Hydro‐Difluoroalkylation of Arylethylenes Through Dual‐SET Process

Jiajia Si, Nan Li, Mengyu Xu
6 citations
Chemistry - A European Journal
Fluorine in Organic Chemistry
1.25
article

Photoexcited Hantzsch Ester Anions Enabled C−F Bond Activation and Hydro‐Difluoroalkylation of Arylethylenes Through Dual‐SET Process

Jiajia Si, Nan Li, Mengyu Xu
article en
6 citations

Abstract

In this study, we reported a new approach to activate the C-F bond of trifluoromethylarenes to achieve the hydro-difluoroalkylation of arylethylenes using photoexcited Hantzsch esters (HEs) anions. A wide range of α,α-difluoroalkanes was synthesized. Late-stage functionalization of drug molecules and synthesis of bioactive molecule bioisostere were also presented. Mechanistic studies revealed that the dual-single electron transfer (SET) process of HEs anion was the key to this reaction.

Chemistry - A European JournalVol. 31(14)
Huaibei Normal University (CN)
National Science Foundation, National Natural Science Foundation of China, University of Science and Technology of China, Huaibei Normal University
Clean water and sanitation
Openalex Percentile: Top 22%
Fluorine in Organic Chemistry
1.25
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