Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light

A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiatio...

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Veröffentlicht in:Organic letters 2020-03, Vol.22 (6), p.2386-2390
Hauptverfasser: Li, Tao, Liang, Kangjiang, Zhang, Yang, Hu, Dongyan, Ma, Zhixian, Xia, Chengfeng
Format: Artikel
Sprache:eng
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Zusammenfassung:A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiation. Due to the polarity of the free radical, the electrophilic radical adds to the electron-rich olefin to afford the nucleophilic radical. It coupled with the heteroarene to afford the three-component coupling products.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00584