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

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概要

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• The reaction of 2,3-lutidine N-oxide (I) with phenyl isocyanate (IIa) in dimethyl-formamide 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-Phenylpyridine 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 IIa directly afforded 2-anilino-6-(p-nitrophenyl) pyridine derivatives (XIVa and XVa).

• 社団法人日本薬学会の論文
• 1982-10-25

著者

• 松岡 俊和

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 市川 正孝

  福山大学薬学部

• 市川 正孝

  Faculty Of Pharmaceutical Sciences Kumamoto Univerisity

• 久野 拓造

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 久野 拓三

  熊本大学薬学部

• 福永 和弘

  Faculty of Pharmaceutical Sciences, Kumamoto University

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