情報記録表示材料を指向する芳香族複素環化合物の新規合成法

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  • Novel Synthesis of Aromatic Heterocyclic Compounds directed to Materials for Record and Display of Information.
  • ジョウホウ キロク ヒョウジ ザイリョウ オ シコウスル ホウコウゾク フクソ

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Aromatic heterocyclic compounds are known as useful organic materials possessing principle molecular structures for important function of record and display of information.<BR>In this study, novel and convenient methods for synthesis of some benzoheterocyclic compounds from easily available 2-substituted nitrobenzenes were successfully developed through electroreduction, zinc-promoted reduction, reductive carbonylation, and acid-catalyzed intermolecular cyclization.<BR>Thus, useful aromatic heterocyclic compounds, including oxyindoles, 1, 4-benzodiazepinones, 3, 1-dihydrooxazinones, and pridone carboxylic acid derivatives, were efficiently prepared from easily available 2-chloronitrobenzenes and 2-nitrobenzoic acids through electroreduction and zinc-promoted reducton. Furthermore, facile one-pot synthesis of benzazolones, such as benzimidazolones, benzoxazolones and benzthiazolones, and hydroxycoumarines was originally developed by sufur-assisted reductive carbonylation of 2-substituted nitrobenzenes and 2-hydroxylacetophenone, respectively. Finally, acid-catalyzed reaction of propargylic and allylic alcohols with ringsubstituted thiophenols led to selective intermolecular cycloaddition to give readily tetrahydrobenzothiepines and thiochromanes, respectively.

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