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Synthesis of Flavonoids

  • Chapter
The Flavonoids

Abstract

Theoretically, there are at least four ways of forming the C6 C3 —C6 flavonoid skeleton from simple starting materials, but only two have achieved importance for the laboratory synthesis (Geissman, 1962, p. 409): (1) Condensation of a C6C2 unit (2-hydroxyacetophenone) with a C6C! unit (aromatic aldehyde) according to scheme A; and (1i) Acylation of phenols (C6 unit) with a cinnamic acid derivative or its equivalent (C6C3 unit) according to scheme B (Geissman, 1962, p. 409), which also corresponds to the biosynthetic pathway (Fig. 4.1). In addition, many flavonoids can be prepared by modifying existing C1 5 structures by oxidation, reduction, isomerization, partial O- and C-alkylation, dealkylation, selective glycosylation or partial hydrolysis.

Author of Sections 4.1.–4.11.

Author of Sections 4.12.–4.14.

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Authors
  1. Hildebert Wagner
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  2. Loránd Farkas
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Editors and Affiliations

  1. University of Reading, UK

    J. B. Harborne (Reader in Phytochemistry) (Reader in Phytochemistry)

  2. Department of Botany, University of Texas at Austin, USA

    T. J. Mabry (Professor) & Helga Mabry (Research Assistant) (Professor) &  (Research Assistant)

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© 1975 Springer Science+Business Media Dordrecht

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Wagner, H., Farkas, L. (1975). Synthesis of Flavonoids. In: Harborne, J.B., Mabry, T.J., Mabry, H. (eds) The Flavonoids. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-2909-9_4

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  • DOI: https://doi.org/10.1007/978-1-4899-2909-9_4

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-0-12-324602-8

  • Online ISBN: 978-1-4899-2909-9

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