Synthesis of 2‐Quinolones based on Visible Light‐Catalyzed Annulation of Diazo compounds

Herein, we report a photocatalytic method for the synthesis of 2‐quinolones under mild conditions by employing α‐diazo acetamide as substrates. The use of Eosin Y as a photocatalyst allows an economical and environmentally benign synthetic method. The process involves the generation of radicals from...

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Published inAdvanced synthesis & catalysis Vol. 366; no. 8; pp. 1827 - 1832
Main Authors Bae, Jaehee, Chae, Jiyoung, Park, Cheol‐Min
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 23.04.2024
Wiley Subscription Services, Inc
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ISSN1615-4150
1615-4169
DOI10.1002/adsc.202301220

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Summary:Herein, we report a photocatalytic method for the synthesis of 2‐quinolones under mild conditions by employing α‐diazo acetamide as substrates. The use of Eosin Y as a photocatalyst allows an economical and environmentally benign synthetic method. The process involves the generation of radicals from diazo compounds promoted by a visible‐light‐induced proton‐coupled electron transfer (PCET) mechanism. The method demonstrates a broad substrate scope to provide various aryl‐ and alkyl‐substituted 2‐quinolones. To support the proposed mechanism, a series of mechanistic experiments were conducted.
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ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202301220