Reaction of Aromatic N-Oxides with Dipolarophiles : V. 1,3-Cycloaddition of 2-Substituted Pyridine N-Oxides with Phenyl Isocyanates

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説明

The reaction of 2,3-lutidine N-oxide (I) with phenyl isocyanate (IIa) in dimethylformamide at 110℃ gave a 1:2 adduct (IIIa). Under reflux in ethanolic potassium hydroxide, IIIa readily lost a component of IIa and was converted to 5-methyl-6-N-phenylcarbamoylmethyl-3-pyridinol (IVa) in 95% yield. 2-Phenylpyricline N-oxides (V-VII) reacted with phenyl isocyanates (II) to afford 1:1 cycloadducts (IX-XI and XII-XIV). The reaction of 2-(p-nitrophenyl)pyridine N-oxide (VIII) with hIa directly afforded 2-anilino-6-(p-nitrophenyl)pyridine derivatives (XIVa and XVa).

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詳細情報 詳細情報について

  • CRID
    1573668927321892608
  • NII論文ID
    110007408009
  • NII書誌ID
    AN10064550
  • ISSN
    0288724X
  • 本文言語コード
    en
  • データソース種別
    • CiNii Articles

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