Visible Light Photoredox‐Catalyzed Arylation of Quinoxalin‐2(1H)‐ones with Aryldiazonium Salts

A visible light photoredox‐catalyzed C‐3 arylation of quinoxalin‐2(1H)‐ones with aryldiazonium tetrafluoroborates has been developed. The reaction was effectively accelerated using an inexpensive eosin Y as a photoredox catalyst under visible‐light irradiation without any other metal, oxidant, or ad...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2018-06, Vol.3 (21), p.5824-5827
Hauptverfasser: Kwon, Su Jin, Jung, Hye Im, Kim, Dae Young
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Sprache:eng
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Zusammenfassung:A visible light photoredox‐catalyzed C‐3 arylation of quinoxalin‐2(1H)‐ones with aryldiazonium tetrafluoroborates has been developed. The reaction was effectively accelerated using an inexpensive eosin Y as a photoredox catalyst under visible‐light irradiation without any other metal, oxidant, or additive. This approach offers a facile way to prepare 3‐arylquinoxalin‐2(1H)‐one derivatives with a wide range of functional group tolerance. A novel and environmentally benign process for C‐3 arylation of quinoxalin‐2(1H)‐ones with aryldiazonium salts has been successfully developed. This methodology exploits a commercially available eosin Y as a nontoxic and inexpensive organic photocatalyst. The reactions proceed under mild conditions in moderate to high yields after a short period without any other metal, oxidant, or additive.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201801431