Synthetic Studies of the Flavone Derivatives. XVII. Synthesis of 5,7-Dihydroxy-6-methoxyflavone Derivatives

  • Kenji Fukui
    Department of Chemistry, Faculty of Science, Hiroshima University
  • Mitsuru Nakayama
    Department of Chemistry, Faculty of Science, Hiroshima University
  • Tokunaru Horie
    Department of Applied Chemistry, Faculty of Engineering, University of Tokushima

書誌事項

公開日
1970-05-01
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.43.1524
公開者
Oxford University Press (OUP)

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<jats:title>Abstract</jats:title> <jats:p>2,4-Dibenzyloxy-6-hydroxy-3-methoxyacetophenone was esterified with 3,4-disubstituted benzoyl chlorides, and the resulting esters were converted into 7-benzyloxy-5-hydroxy-6-methoxyflavone derivatives via the corresponding diketones. The catalytic hydrogenolysis of the benzyloxyflavones gave the desired 5,7-dihydroxy-6-methoxyflavones. Ethyl ethers of these flavones were also prepared from 2,4-diethoxy-3-methoxy-6-hydroxyacetophenone by an unambiguous method. 6,3′-Dimethoxy-5,7,4′-trihydroxyflavone, desmethoxycentaureidin (6,4′-dimethoxy-5,7,3′-trihydroxyflavone), and 6-methoxyluteolin (6-methoxy-5,7,3′,4′-tetrahydroxyflavone) were thus prepared.</jats:p>

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