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Synthesis
DOI: 10.1055/a-2738-7758
DOI: 10.1055/a-2738-7758
Paper
Study on the Synthesis of Flavonols by Radical C–H Arylation of 3-Hydroxychromone Derivatives
Autoren
This work was funded by the German Federal Ministry for Economic Affairs and Climate Action, Central Innovation Program for small and medium-sized enterprises (SMEs, Zentrales Innovationsprogramm Mittelstand, ZIM, ZF4781701V).
Abstract
The synthesis of flavonols by radical C–H arylation of 3-hydroxychromones 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.
Publikationsverlauf
Eingereicht: 27. August 2025
Angenommen nach Revision: 04. November 2025
Accepted Manuscript online:
04. November 2025
Artikel online veröffentlicht:
25. November 2025
© 2025. Thieme. All rights reserved.
Georg Thieme Verlag KG
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