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Issue 0, 1982
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Depsidone synthesis. Part 21. A new synthesis of grisa-2′,5′-diene-3,4′-diones

Abstract

Treatment of suitably substituted methyl 2-phenoxybenzoates with titanium(IV) chloride and dry hydrogen chloride afforded grisa-2′,5′-diene-3,4′-diones in high yield. The structures of these compounds followed from their thermal stability, their methanolysis to methyl 2-(4-hydroxyphenoxy)benzoates, and their reductive cleavage to 2,4′-dihydroxybenzophenones. Treatment of the benzophenones with base gave xanthones. An attempt to synthesize dehydrogriseofulvin (1) by this method failed.

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Article type: Paper
DOI: 10.1039/P19820000403
J. Chem. Soc., Perkin Trans. 1, 1982, 403-411

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    Depsidone synthesis. Part 21. A new synthesis of grisa-2′,5′-diene-3,4′-diones

    M. V. Sargent, J. Chem. Soc., Perkin Trans. 1, 1982, 403
    DOI: 10.1039/P19820000403

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