Ring-Chain Tautomerism and Some Reactions of 2-Hydroxyindoline Derivatives(Organic,Chemical)

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概要

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• The spectral (proton and carbon-13 nuclear magnetic resonance) and chemical properties of the 1-acetyl-2-hydroxyindolines 1-5, which can exist in the ring (A) and chain (B) tautomers, have been investigated. The methylation and acetylation of the 2-hydroxy-3-indolinones 1-3 gave the ring tautomeric methyl ether and acetyl esters of 1-3, while the reaction with o-phenylenediamine (9) gave the quinoxalines 10 and 11 as the chain tautomeric products. The reactions of 1-3 with the phosphonium ylide 12 gave the 2-methoxycarbonylmethyl-3-indolinones 14 (R=Ph) and 16 (R=Me) and/or the 2-hydroxy-3-methoxycarbonylmethyleneindolines 15 (R=Ph) and 18 (R=H), respectively, depending on the nature of the substituent (R) at the 2-position in 1-3. The acetylation and reaction of the 2, 3-dihydroxyindoline 4 with 12 are also described.

• 公益社団法人日本薬学会の論文
• 1987-04-25

著者

• 川崎 知己

  明治薬科大学

• 坂本 正徳

  Meiji College of Pharmacy

• 小俣 貢

  Meiji College Of Pharmacy

• 川崎 知己

  Meiji College of Pharmacy

• 大塚 裕昭

  Meiji College of Pharmacy

• 簡 俊生

  Meiji College of Pharmacy

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