• The Claisen rearrangement of 7-cinnamyloxy derivatives of 3-methoxyflavone, 4-methylcoumarin and isoflavone

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    • Keywords

       

      8-(1-phenyl-2-propenyl)-7-hydroxy-3-methoxy-flavone; 4-methyl-8-(1-phenyl-1-propenyl)-7-hydroxycoumarin and 8-(1-phenyl-1-propenyl)-7-hydroxyisoflavone

    • Abstract

       

      The Claisen rearrangement of 7-cinnamyloxy derivatives of 3-methoxyflavone (2), 4-methylcoumarin (7) and isoflavone (13) yield 8-(1-phenyl-2-propenyl)-7-hydroxy-3-methoxyflavone (3), 4-methyl-8-(1-phenyl-1-propenyl)-7-hydroxycoumarin (9) and 8-(1-phenyl-1-propenyl)-7-hydroxyisoflavone (14) respectively. The compound 3 represents the normal rearranged product and further has structural features similar to those present in some natural neoflavonoids; whereas other products (9 and 14) are abnormal ones formed by further allylic rearrangement of the normal ones (say 8).

    • Author Affiliations

       

      A C Jain1 D K Tuli1 A Kumar1

      1. Department of Chemistry, Himachal Pradesh University, Simla - 171 005
    • Dates

       
  • Journal of Chemical Sciences | News

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