Nucleophilic reaction upon electron-deficient pyridone derivatives. X. One-pot synthesis of 3-nitropyridines by ring transformation of 1-methyl-3,5-dinitro-2-pyridone with ketones or aldehydes in the presence of ammonia.

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概要

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• The reaction of 1-methyl-3,5-dinitro-2-pyridone (<B>1a</B>) with ketones or aldehydes in the presence of ammonia gave alkyl- and/or aryl-substituted 3-nitropyridines (<B>6</B>) in moderate to high yields. Enamines derived from the ketones gave better results than did the ketones themselves; on the other hand, those derived from the aldehydes gave no <B>6</B> at all. On the basis of deuterium-labeled experiments, a mechanism comprising competitive ring transformations of <B>1a</B> is proposed.

• 公益社団法人 日本化学会の論文

著者

• Nakagawa Takao

  Department Of Emergency Medicine Tokyo Women's Medical University Daini Hospital

• Watanabe Hiroko

  Department Of Astronomy Kyoto University

• TOHDA Yasuo

  Department of Chemistry, Osaka Kyoiku University

• Ariga Masahiro

  Department Of Chemistry Osaka Kyoiku University

• Mori Yutaka

  Department Of Applied Chemistry Graduate School Of Engineering Osaka City University

• Kawashima Toshihide

  Department of Chemistry, Osaka Kyoiku University

• Tani Keita

  Department of Chemistry, Osaka Kyoiku University

• Mori Yutaka

  Department of Chemistry, Osaka Kyoiku University

• Eiraku Miyuki

  Department of Chemistry, Osaka Kyoiku University

• Usami Yumi

  Department of Chemistry, Osaka Kyoiku University

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