The structure-reactivity-chemoselectivity relationship on the reactions of 1-unsubstituted tautomeric 2-pyridones with benzyne.

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概要

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• The reactions of 2-pyridones with benzyne were investigated in order to gain some insight into the structure–reactivity–chemoselectivity relationship involved in the tautomeric systems. All reactions examined have resulted in the formation of Diels-Alder and Michael-type adducts. It has been shown that the Diels-Alder reactivities were well correlated with the HOMO energy levels of the 2-pyridone form and the yields of the Michael-type adduct were closely associated with the tautomeric equilibria. In summary, the chemoselectivities of 2-pyridones in the reaction with benzyne were largely affected by the tautomeric properties.

• 公益社団法人 日本化学会の論文

著者

• NOGUCHI Akihiro

  Gifu Pharmaceutical University

• Kuzuya Masayuki

  Gifu College of Pharmacy

• Okuda Takachiyo

  Gifu College of Pharmacy

• Okuda Takachiyo

  Gifu Pharmaceutical University

• Mano Ei-ichi

  Gifu Pharmaceutical University

関連論文

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• Molecular orbital studies on the relative sensitivity and the nature of the fragmentation from molecular ion of some biologically important compounds for analytical application of negative ion chemical ionization mass spectrometry.
• The structure-reactivity-chemoselectivity relationship on the reactions of 1-unsubstituted tautomeric 2-pyridones with benzyne.

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