Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

An efficient bifunctional ionic-liquid-induced electrochemical C-H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1<i>H</i>)-ones, quinoxaline and 2-methyldibenzo[<i>f,h</i>]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-05-15
DOI
https://doi.org/10.1021/acs.joc.5c00460
Citations
8
Primary Topic
Ionic liquids properties and applications
Type
article
Field-Weighted Citation Impact
3.11

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article

Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

Weiwei Jin, Chenjiang Liu, Ziren Chen, Chen–Yu Li et al.
8 citations
The Journal of Organic Chemistry
Ionic liquids properties and applications
3.11
article

Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

Weiwei Jin, Chenjiang Liu, Ziren Chen, Chen–Yu Li, Bin Wang, Yonghong Zhang, Yu Xia, Wei Xu, Shaofeng Wu
article en
8 citations

Abstract

An efficient bifunctional ionic-liquid-induced electrochemical C-H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1<i>H</i>)-ones, quinoxaline and 2-methyldibenzo[<i>f,h</i>]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.

The Journal of Organic ChemistryVol. 90(20)
Xinjiang University (CN)
Science and Technology Commission of Shanghai Municipality, International Science and Technology Cooperation Programme
Openalex Percentile: Top 8%
Ionic liquids properties and applications
3.11
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Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes — Weiwei Jin, Chenjiang Liu, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS