Double Consecutive Paired Electrolysis Enables Dehydroxylative Alkylation of Quinoxalinones with Alcohols

We developed a double-consecutive paired electrolysis system that enables the Minisci-type alkylation of quinoxalinone with alcohols under mild conditions. Using PPh3 as the deoxygenation reagent and iodide as the redox mediator, the direct activation and cleavage of the alcoholic C–O bond were achieved without any preactivation step. Since the electrolysis occurs at the oxidation potential of iodide, which is much lower than that of alcohols, alkyl radicals are thus generated under mild conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-05-18
DOI
https://doi.org/10.1021/acs.joc.6c00660
Primary Topic
Synthesis and Biological Evaluation
Type
article
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0.00
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article

Double Consecutive Paired Electrolysis Enables Dehydroxylative Alkylation of Quinoxalinones with Alcohols

Dongxu Shao, Ke Xu, Chengchu Zeng, Dehui Bi et al.
The Journal of Organic Chemistry
Synthesis and Biological Evaluation
article

Double Consecutive Paired Electrolysis Enables Dehydroxylative Alkylation of Quinoxalinones with Alcohols

Dongxu Shao, Ke Xu, Chengchu Zeng, Dehui Bi, Wenyu Nan
article en

Abstract

We developed a double-consecutive paired electrolysis system that enables the Minisci-type alkylation of quinoxalinone with alcohols under mild conditions. Using PPh3 as the deoxygenation reagent and iodide as the redox mediator, the direct activation and cleavage of the alcoholic C–O bond were achieved without any preactivation step. Since the electrolysis occurs at the oxidation potential of iodide, which is much lower than that of alcohols, alkyl radicals are thus generated under mild conditions.

The Journal of Organic Chemistry
Beijing University of Technology (CN)
Clean water and sanitation
Openalex Percentile: Top 10%
Synthesis and Biological Evaluation
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