Electrochemical Oxy-Carbofunctionalization of Alkenes with Alcohols and 1,3-Dicarbonyl Compounds

We developed an electrochemical oxidative oxyalkylation of alkenes with alcohols and 1,3-dicarbonyl compounds to produce diverse 1,3-dicarbonyl modified benzyl ethers in yields of 34-81%. This operationally simple and green process uses an undivided cell with commercial carbon electrodes at room temperature. The alcohol acts as the oxygenation reagent and solvent, and only H<sub>2</sub> was generated as a byproduct. The synthetic utility of this method was demonstrated in the rapid synthesis of highly functionalized pyrazole, isoxazole, and 1,4-ketoalcohols compounds through late-stage functional transformations.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-05
DOI
https://doi.org/10.1021/acs.joc.6c00127
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electrochemical Oxy-Carbofunctionalization of Alkenes with Alcohols and 1,3-Dicarbonyl Compounds

Wei Wu, R.K. Linghu, Hai Tao Ren, Bo Jiang et al.
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Electrochemical Oxy-Carbofunctionalization of Alkenes with Alcohols and 1,3-Dicarbonyl Compounds

Wei Wu, R.K. Linghu, Hai Tao Ren, Bo Jiang, Bingjie Jian, Jun Shi
article en

Abstract

We developed an electrochemical oxidative oxyalkylation of alkenes with alcohols and 1,3-dicarbonyl compounds to produce diverse 1,3-dicarbonyl modified benzyl ethers in yields of 34-81%. This operationally simple and green process uses an undivided cell with commercial carbon electrodes at room temperature. The alcohol acts as the oxygenation reagent and solvent, and only H<sub>2</sub> was generated as a byproduct. The synthetic utility of this method was demonstrated in the rapid synthesis of highly functionalized pyrazole, isoxazole, and 1,4-ketoalcohols compounds through late-stage functional transformations.

The Journal of Organic ChemistryVol. 91(11)
Guiyang Medical University (CN), Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences (CN)
Openalex Percentile: Top 32%
Radical Photochemical Reactions
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