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Synthesis
DOI: 10.1055/a-2738-7758
Paper

Study on the synthesis of flavonols by radical C–H arylation of 3-hydroxychromone derivatives

Authors

  • Lukas Heemann

    1   Institute of Organic Chemistry, TU Braunschweig Faculty of Life Sciences, Braunschweig, Germany (Ringgold ID: RIN98921)

  • Thomas Lindel 

    1   Institute of Organic Chemistry, TU Braunschweig Faculty of Life Sciences, Braunschweig, Germany (Ringgold ID: RIN98921)

Supported by: German Federal Ministry for Economic Affairs and Climate Action, Central Innovation Program ZF4781701V
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The synthesis of flavonols by radical C-H-arylation of 3hydroxychromones was investigated. The use of diazonium salts in a photoredox process emerged as the most efficient approach, bypassing the need for prior in situ oxidation. When using phenylhydrazine or aniline derivatives as starting materials, yields were lower. Notably, neither 3-unsubstituted chromones nor 3-methoxychromones reacted.The natural product fisetin was obtained conveniently in four steps from 2-hydroxy-4-methoxyacetophenone.



Publication History

Received: 27 August 2025

Accepted after revision: 04 November 2025

Accepted Manuscript online:
04 November 2025

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