Diels-Alder Reactions of Nitro-2(1H)-pyridones with 2, 3-Dimethyl-1, 3-butadiene

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概要

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• Diels-Alder(DA)reactions of 3- or 5-nitro-2(1H)-pyridones and nitro-2(1H)-pyridones containing a methoxycarbonyl group with 2, 3-dimethyl-1, 3-butadiene were examined. The DA reactions of 3-nitro-2(1H)-pyridones in this paper represent, to the best of our knowledge, the first report of DA reactions of 3-substituted 2(1H)-pyridones and consequent production of isoquinolones. Performing the same reactions with 5-nitro-2(1H)-pyridones yielded quinolones. DA reactions of 2(1H)-pyridones with nitro and methoxycarbonyl groups produced isoquinolones, quinolones and phenanthridones(the double DA adducts), aromatized or hydrogenated. The substituent effect was evaluated by calculating the activation energy, using the ab initio MO method.

• 公益社団法人日本薬学会の論文
• 2001-05-01

著者

• WATANABE Kazuhiro

  Tohoku Pharmaceutical University

• Watanabe K

  School Of Life Science Tokyo University Of Pharmacy And Life Science

• Watanabe Kazuhiro

  Tohoku Pharmaceutical Univ. Sendai Jpn

• FUJITA Reiko

  Tohoku Pharmaceutical University

• Fujita R

  Tohoku Pharmaceutical University

• Fujita R

  Department Of Chemistry School Of Liberal Arts And Sciences Iwate Medical University

• MATSUZAKI Hisao

  Tohoku Pharmaceutical University

• HONGO Hiroshi

  Tohoku Pharmaceutical University

• Hongo H

  Tohoku Pharmaceutical University

• NISHIUCHI Yasuhiro

  Tohoku Pharmaceutical University

• HONDA Rumiko

  Tohoku Pharmaceutical University

• 本多 立

  Tohoku Pharmaceutical University

• Matsuzaki H

  Tohoku Pharmaceutical University

• Watanabe Kazuhiro

  Tohoku Natl. Agr. Exp. Stn.

• Watanabe Kazuki

  Faculty Of Pharmaceutical Sciences Aomori University

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