Oxidative Dealkylation of Tertiary Amines by Iron (III) Porphyrin-Iodosoxylene System as a Model of Cytochrome P-450

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概要

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• The oxidative dealkylation of several tertiary amines with 2-iodoso-m-xylene catalyzed by chloro-α, β, γ, δ-tetraphenylporphinatoiron (III) (Fe (III) TPPCl, 3) was examined. N, N-Dimethylaniline (2) was smoothly dealkylated to N-methylaniline (4) in mild conditions and 3 was ascertained to act as an effective catalyst in this system. N, N-Diethylaniline and N, N-dimethylbenzylamine were similarly dealkylated. When the oxidation of 2 was carried out in the presence of methanol, N-methoxymethyl-N-methylaniline was predominantly formed and the formation of 4 was suppressed. This result suggests that the reactive cationic species, iminium ion, is formed in this reaction. The possible mechanism of this biomimetic dealkylation is also discussed.

• 社団法人日本薬学会の論文
• 1981-05-23

著者

• 広部 雅昭

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 宮田 直樹

  National Institute Of Hygienic Sciences University Of Tokyo

• 宮田 直樹

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 木内 浩子

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 広部 雅昭

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 広部 雅昭

  東京大学薬学部:文部省

• 木内 浩子

  Faculty Of Pharmaceutical Sciences University Of Tokyo

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