Reactions of 2-Hydroxytryptophol. II. : Solvolysis of 3-Substituted-2-hydroxytryptophol and N-Methyl Derivatives with Alcoholic Alkali

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概要

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• Tosylates (2b, c) of 3-alkyl-2-hydroxytryptophol gave 3-alkyl-2-alkoxyindolenines (3a-f) on treatment with 5% KOH-ROH (R=Me, iso-Pr), as expected. The N-methyl derivatives (6a-c) gave 3-alkyl-3-(2-alkoxyethyl)oxindoles (7a-d) except for 6a, which afforded the 3-spirocyclopropane (10), and gave 3-alkyl-3-vinyloxindoles (8a, b) with 5% KOH-CH_3CN. The hydrolysis of 3b was examined in the range of HCl concentration of 10^<-1>-10^<-5>M in 90% EtOH by using ultraviolet spectroscopy.

• 公益社団法人日本薬学会の論文
• 1988-12-25

著者

• 中井 龍也

  Meiji College of Pharmacy

• 野副 利一

  Meiji College of Pharmacy

• 柴沼 由久

  Meiji College Of Pharmacy

• 羽鳥 由美

  Meiji College of Pharmacy

関連論文

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• Synthetic Approach to Diterpene Alkaloids : Construction of the Bridged Azabicyclic Ring System of Kobusine
• Reactions of 2-Hydroxytryptophol. II. : Solvolysis of 3-Substituted-2-hydroxytryptophol and N-Methyl Derivatives with Alcoholic Alkali
• Reactions of 2-Hydroxytryptophol : Results of Strong Acid and Alkaline Treatments of 2-Hydroxytryptophol
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