Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1<i>H</i>)-ones with Diarylphosphine Oxides in EtOH

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1<i>H</i>)-ones to produce phosphorylated dihydroquinoxalin-2(1<i>H</i>)-ones has been reported. A wide variety of phosphorylated products were formed in good to excellent yields. Preliminary mechanistic studies reveal that the phosphorylation process involves an EnT process, a SET process, a HAT process, and a deprotonation process.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.joc.4c01184
Citations
26
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
5.41

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article

Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1H)-ones with Diarylphosphine Oxides in EtOH

Wei‐Min He, Yanfang Jiang, Hong‐Tao Ji, Wen‐Tao Ouyang et al.
26 citations
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
5.41
article

Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1H)-ones with Diarylphosphine Oxides in EtOH

Wei‐Min He, Yanfang Jiang, Hong‐Tao Ji, Wen‐Tao Ouyang, Li‐Juan Ou, Ting Li, Qing-Xia Luo, Jia-Cheng Hou, Chao Wu
article en
26 citations

Abstract

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1<i>H</i>)-ones to produce phosphorylated dihydroquinoxalin-2(1<i>H</i>)-ones has been reported. A wide variety of phosphorylated products were formed in good to excellent yields. Preliminary mechanistic studies reveal that the phosphorylation process involves an EnT process, a SET process, a HAT process, and a deprotonation process.

The Journal of Organic ChemistryVol. 89(19)
University of South China (CN), Hunan Institute of Technology (CN)
University of South China
Clean water and sanitation
Openalex Percentile: Top 3%
Fluorine in Organic Chemistry
5.41
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