Electrochemically Driven Decarboxylative Primary Alkylarylation of Alkenes with Aliphatic Carboxylic Acids

Here introduces a novel method for the electrochemical decarboxylative primary alkylarylation of alkenes using quaternary ammonium salts from fatty acids, eliminating the need for external oxidants or metal catalysts to facilitates the efficient synthesis of indolinone derivatives. It demonstrates broad functional group compatibility and substrate diversity. Furthermore, the incorporation of deuterated acetic acid allows for the easy introduction of fully deuterated methyl groups, while mechanistic studies indicate that the reaction proceeds through the single-electron oxidation of carboxylate anions, resulting in primary alkyl radical formation.

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Publication Details

Journal
Organic Letters
Published
2026-02-27
DOI
https://doi.org/10.1021/acs.orglett.6c00106
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electrochemically Driven Decarboxylative Primary Alkylarylation of Alkenes with Aliphatic Carboxylic Acids

Hu Cai, Meiqun Lu, Wenyi Song, Enqi Xie et al.
Organic Letters
Radical Photochemical Reactions
article

Electrochemically Driven Decarboxylative Primary Alkylarylation of Alkenes with Aliphatic Carboxylic Acids

Hu Cai, Meiqun Lu, Wenyi Song, Enqi Xie, Tao Wu
article en

Abstract

Here introduces a novel method for the electrochemical decarboxylative primary alkylarylation of alkenes using quaternary ammonium salts from fatty acids, eliminating the need for external oxidants or metal catalysts to facilitates the efficient synthesis of indolinone derivatives. It demonstrates broad functional group compatibility and substrate diversity. Furthermore, the incorporation of deuterated acetic acid allows for the easy introduction of fully deuterated methyl groups, while mechanistic studies indicate that the reaction proceeds through the single-electron oxidation of carboxylate anions, resulting in primary alkyl radical formation.

Organic LettersVol. 28(10)
Nanchang University (CN), Nanjing University (CN)
Openalex Percentile: Top 39%
Radical Photochemical Reactions
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