Reaction of Aromatic N-Oxides with Dipolarophiles. IX. : Formation of 1 : 2 Cycloadduct of 2-Alkylpyridine N-Oxides and Phenyl Isocyanates and a Frontier Molecular Orbital Study

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概要

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• A series of 1 : 2 cycloadducts of a new type was obtained from the reaction of 2-alkylpyridine N-oxides with phenyl isocyanates. The reaction mechanisms are discussed in terms of frontier molecular orbital theory based on CNDO/2 and MINDO/2 calculations and kinetic data. The small solvent effect and activation parameters (E_a=14 kcal/mol, ΔS=-46 e.u.) observed for the reaction of 2-alkylpyridine N-oxides with phenyl isocyanates indicate that the cycloaddition proceeds via concerted pathways involving little charge separation in the transition state.

• 公益社団法人日本薬学会の論文
• 1986-02-25

著者

• 松岡 俊和

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 原野 一誠

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 久野 拓造

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 原野 一誠

  熊本大学 薬

• 原野 一誠

  熊本大学薬学部

• 久野 拓三

  熊本大学薬学部

• 久保 博文

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 久保 博文

  Faculty Of Pharmaceutical Sciences Kumamoto University

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