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      https://www.ias.ac.in/article/fulltext/jcsc/108/04/0379-0398

    • Keywords

       

      Phenols; 1-cyclohexene-1-carboxylic acid; polyphosphoric acid; 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-ones; 6,7-dimethyl-dodecahydro-indeno (1,2-a)xanthen-8,13-dione; hexahydro-9H-fluoren-9-one

    • Abstract

       

      A number of 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-ones have been prepared by the reaction of various phenols with 1-cyclohexene-1-carboxylic acids in the presence of polyphosphoric acid (PPA). However the reaction of 2,3-dimethylphenol gave in addition two isomeric 6,7-dimethyl-dodecahydro-indeno (1,2-a)xanthen-8,13-diones. 2,5-Dimethylphenol reacted differently giving the hexahydro-9H-fluoren-9-one instead. Dehydrogenation of the hexahydroxanthones with Pd/C in refluxing diphenyl ether afforded the corresponding xanthones in good yields (80–95%).

    • Author Affiliations

       

      Jaysukhlal R Merchant1 Neville V Fernandes1 2 Vidyullata C Waghulde3

      1. Organic Chemistry Research Department, D G Ruparel College, Bombay - 400 016, India
      2. Siris India Ltd., 1st floor, Sri Durga Chambers, Thakur Hari Prasad Lane, Somajiguda, Hyderabad - 500 082, India
      3. Department of Chemistry, Institute of Science, 15, Madam Cama Road, Bombay - 400 032, India
    • Dates

       
  • Journal of Chemical Sciences | News

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