Lactams. VI. Synthesis and Nuclear Magnetic Resonance Study of 1-Aralkyl-3-methyl- and -5-methyl-2(1H)-pyridones

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概要

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• The alkaline ferricyanide oxidation of the quaternary pyridinium salts (Ia-g) furnished pairs of the isomeric 2-pyridones (IIa-g) and 6-pyridones (IIIa-g) in good total yields. In all cases, the oxidation at the 2-position was much favored over that at the 6-position. The effect of the aryl group in the N-aralkyl chain on the orientation of the oxidation seemed to be negligibly small regardless of the number of the methylene groups separating the aryl group from the nitrogen. The extent of the 6-oxidation was slightly increased as the alkyl group at the 3-position was changed from the methyl to the ethyl group. The nuclear magnetic resonance spectra of these pyridones were measured in deuteriochloroform, carbon tetrachloride, and benzene-d_6. On the basis of the results summarized in Tables III-VI, the effects of the aryl group and the number of the methylene groups in the N-substituent on the chemical shifts for the pyridone-ring and neighboring group protons are discussed.

• 1975-05-25

著者

• 藤井 澄三

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 池上 四郎

  Faculty of Pharmaceutical Sciences, Teikyo University

• 大場 正志

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 吉藤 茂行

  Faculty Of Pharmaceutical Sciences Of Hokuriku University

• 桐沢 誠

  College of Pharmacy, Nihon University

• 吉田 清史

  Faculty Of Pharmaceutical Sciences Kanazawa University

• Ohba M

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 池上 四郎

  Faculty Of Pharmaceutical Sciences Teikyo University

• 池上 四郎

  National Institute of Radiological Sciences

• 桐澤 誠

  Pharmaceutical Institute, College of Science and Engineering, Nihon University

• 桐沢 誠

  College Of Pharmacy Nihon University

• 桐澤 誠

  Pharmaceutical Institute Medical Faculty University Of Tokyo

関連論文

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