Decarboxylative Alkylation of Difluoroenoxysilanes via Visible Light‐Excited Electron Donor–Acceptor Complex

This study presents a visible‐light‐driven, photocatalyst‐free method for synthesizing α,α ‐difluoroketones via electron donor–acceptor (EDA) complex activation. Using cost‐effective aliphatic carboxylic acid derivatives redox‐active esters, the protocol enables decarboxylative difluoroalkylation under mild conditions, achieving high yields (up to 94%) with triphenylamine. Mechanistic studies confirm radical intermediates and a 1:1 EDA complex stoichiometry. The method demonstrates broad substrate scope and successful late‐stage drug modifications, offering a sustainable approach to fluorinated bioactive compounds.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-06-30
DOI
https://doi.org/10.1002/ejoc.202500540
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Decarboxylative Alkylation of Difluoroenoxysilanes via Visible Light‐Excited Electron Donor–Acceptor Complex

Xinyao Li, Yang Hao
European Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Decarboxylative Alkylation of Difluoroenoxysilanes via Visible Light‐Excited Electron Donor–Acceptor Complex

Xinyao Li, Yang Hao
article en

Abstract

This study presents a visible‐light‐driven, photocatalyst‐free method for synthesizing α,α ‐difluoroketones via electron donor–acceptor (EDA) complex activation. Using cost‐effective aliphatic carboxylic acid derivatives redox‐active esters, the protocol enables decarboxylative difluoroalkylation under mild conditions, achieving high yields (up to 94%) with triphenylamine. Mechanistic studies confirm radical intermediates and a 1:1 EDA complex stoichiometry. The method demonstrates broad substrate scope and successful late‐stage drug modifications, offering a sustainable approach to fluorinated bioactive compounds.

European Journal of Organic ChemistryVol. 28(33)
Shanghai University (CN), Shanghai International Studies University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 89%
Fluorine in Organic Chemistry
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