アミンN-オキシドの関与する反応(第15報)ピリジンN-オキシドを酸化剤とするAnthroneおよび同誘導体の二量化について

概要

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When anthrone (I) and its derivatives were oxidized with pyridine N-oxide (PNO) using FeSO_4 as a catalyst, [9,9'-bianthracene]-10,10'(9H, 9'H)-dione (III) and its related dimer were produced. This reaction gave a dimer in good yield (87.4-91.5%) in acetic acid solvent. In this reaction 1,8-dihydroxyanthrone (VI) gave a pseudoequatorial-pseudoequatorial type dimer VIIb. On the other hand, in n-amyl alcohol solvent I was further oxidized to form [Δ<^9,9'-(10H, 10'H)>-bianthrone]-10,10'-dione (V) and 1-hydroxy-2-methoxyanthrone (Xb) gave helianthrone (XI). Using 0.007 mol catalyst for one molar anthrone derivatives, their dimers were obtained in the best yield. A large quantity of catalyst did not give a good results.
社団法人日本薬学会の論文
1983-03-25