Reaction of Aromatic N-Oxides with Dipolarophiles : V. 1,3-Cycloaddition of 2-Substituted Pyridine N-Oxides with Phenyl Isocyanates
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- HISANO TAKUZO
- Faculty of Pharmaceutical Sciences, Kumamoto University
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- MATSUOKA TOSHIKAZU
- Faculty of Pharmaceutical Sciences, Kumamoto University
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- FUKUNAGA KAZUHIRO
- Faculty of Pharmaceutical Sciences, Kumamoto University
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- ICHIKAWA MASATAKA
- Faculty of Pharmaceutical Sciences, Kumamoto University
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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).
収録刊行物
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- 福山大学薬学部研究年報
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福山大学薬学部研究年報 1 26-31, 1982
福山大学
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詳細情報 詳細情報について
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- CRID
- 1573668927321892608
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- NII論文ID
- 110007408009
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- NII書誌ID
- AN10064550
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- ISSN
- 0288724X
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- 本文言語コード
- en
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- データソース種別
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- CiNii Articles