Reaction of β-Diketones with Ketenethioacetals

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Other Title
  • β-Diketone類とKetenethioacetal類との反応
  • ベータ Diketoneルイ ト Ketenethioacetalルイ ト ノ
  • Reaction of β-Diketones with Ketenethioacetals

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Abstract

By the reaction of dimedone and ketene thioacetals, corresponding substitution products (I, II, III], coumarin derivatives (VIII, X), and quinolone derivative (IX) were synthesized. Treatment of II with conc. hydrochloric acid gave the quinolone derivative (IX). Reaction of acetylacetone and ketene thioacetals also gave the corresponding substitution products (IV, V, VI, XII) and a pyridone derivative (XIII). Reaction of I and amines gave corresponding substitution prducts (XIV, XV, XVI, XVII, XVIII) in a good yield. Reaction of II with conc. ammonia in a sealed tube at 180° afforded the substitution product (XIX), while the reaction of II with methylamine under the same condition gave a quinolone derivative (XXI).

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 95 (6), 623-628, 1975

    The Pharmaceutical Society of Japan

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