Nuclear oxidation in the flavone series

Part IX. Oxidation of related chalkones
  • S. Rajagopalan
  • T. R. Seshadri


It is shown that the nuclear oxidation of hydroxy-chalkones can be successfully effected thereby introducing a fresh hydroxyl in the 5-position which corresponds to the 6-position in flavanones and flavones. 2-Hydroxy-4-methoxy-chalkone and 2-hydroxy-4∶6-dimethoxy-chalkone have thus been oxidised to the 2∶5-dihydroxy compounds. In the first case the product is shown to be 2∶5-dihydroxy-4-methoxy-chalkone by complete methylation and identification of the derivative as 2∶4∶5-trimethoxy-chalkone. In the second case it is proved to be 2∶5-dihydroxy-4∶6-dimethoxy-chalkone by partial methylation and conversion into 5∶6∶7-trimethoxy-flavanone.


Flavone Flavanone Aqueous Sodium Hydroxide Anhydrous Potassium Carbonate Dimethyl Sulphate 
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Copyright information

© Indian Academy of Sciences 1948

Authors and Affiliations

  • S. Rajagopalan
    • 1
  • T. R. Seshadri
    • 1
  1. 1.Department of ChemistryAndhra UniversityWaltair

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