• Nuclear oxidation in the flavone series - Part IX. Oxidation of related chalkones

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      https://www.ias.ac.in/article/fulltext/seca/027/02/0085-0090

    • Keywords

       

      Flavone; Flavanone; Aqueous Sodium Hydroxide; Anhydrous Potassium Carbonate; Dimethyl Sulphate

    • Abstract

       

      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.

    • Author Affiliations

       

      S Rajagopalan1 T R Seshadri1

      1. Department of Chemistry, Andhra University, Waltair
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