A New Method for Synthesis of 10-Hydroxy-9-phenanthrene-carbonitrile Derivatives

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Other Title
  • 10-Hydroxy-9-phenanthrenecarbonitrile誘導体の新合成法
  • 10 Hydroxy 9 phenanthrenecarbonitrile ユ

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Description

The reaction of diphenides (IIa-f) with potassium cyanide in dimethyl sulfoxide was found to give 10-hydroxy-9-phenanthrenecarbonitriles (IIIa-f) in a reasonable yield via the intramolecular recyclization of a ring-opened intermediate (IV). However, the reaction of 1, 2, 10, 11-tetramethoxydiphenide (IIg) afforded 2'-cyanomethyl-5, 6, 5', 6'-tetramethoxy-2-biphenylcarboxylic acid (Ig), which could not be recyclized to IIIg because of steric hindrance of the methoxyl groups in Ig. The nuclear magnetic resonance spectra of III were discussed.

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 96 (12), 1448-1452, 1976

    The Pharmaceutical Society of Japan

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