EDA Complex-Mediated Aerobic Three-Component CDC Reactions of Quinoxalinones under Visible-Light Irradiation

A visible-light-induced Minisci-type three-component aerobic cross-dehydrogenative coupling (CDC) reaction of quinoxalinones with styrenes and acetophenones is described. The catalytic electron donor-acceptor (EDA) complexation of quinoxalinones with TMSCl is found to be the key for oxygen activation, which initiates the oxidative radical formation of acetophenones under photocatalyst-free conditions. This three-component protocol provides facile and efficient access to structurally valuable highly functionalized quinoxalinones with generally high chemoselectivity and moderate to good yields.

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Publication Details

Journal
Organic Letters
Published
2025-06-02
DOI
https://doi.org/10.1021/acs.orglett.5c01704
Citations
8
Primary Topic
Synthesis and Biological Evaluation
Type
article
Field-Weighted Citation Impact
7.49

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article

EDA Complex-Mediated Aerobic Three-Component CDC Reactions of Quinoxalinones under Visible-Light Irradiation

Xiaoyuan Wan, Rui Wen, Huawen Huang, Yi Fang et al.
8 citations
Organic Letters
Synthesis and Biological Evaluation
7.49
article

EDA Complex-Mediated Aerobic Three-Component CDC Reactions of Quinoxalinones under Visible-Light Irradiation

Xiaoyuan Wan, Rui Wen, Huawen Huang, Yi Fang, Guo‐Jun Deng
article en
8 citations

Abstract

A visible-light-induced Minisci-type three-component aerobic cross-dehydrogenative coupling (CDC) reaction of quinoxalinones with styrenes and acetophenones is described. The catalytic electron donor-acceptor (EDA) complexation of quinoxalinones with TMSCl is found to be the key for oxygen activation, which initiates the oxidative radical formation of acetophenones under photocatalyst-free conditions. This three-component protocol provides facile and efficient access to structurally valuable highly functionalized quinoxalinones with generally high chemoselectivity and moderate to good yields.

Organic LettersVol. 27(23)
Xiangtan University (CN)
Education Department of Hunan Province, National Natural Science Foundation of China
Openalex Percentile: Top 3%
Synthesis and Biological Evaluation
7.49
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