Reaction of Aromatic N-Oxides with Dipolarophiles. III. Cycloadditions of Substituted Phenyl Isocyanates to 3,5-Dimethyl and 3,5-Dibromopyridine N-Oxides and X-Ray Crystal Structures of the Isomeric Cycloadducts

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概要

• 論文の詳細を見る

• Three β-substituted pyridine N-oxides (I, II and III) were subjected to 1,3-dipolar cycloaddition with phenyl isocyanates having an ortho, meta or para substituent group. 3-Methyl- (I) and 3,5-dimethyl-pyridine N-oxide (II) afforded the 2,3-dihydropyridine derivatives, and the 3,5-dibromo compound (III) afforded a 2,3-dihydro-2-oxo-oxazolo-[4,5-b] pyridine (IX) by the elimination of hydrogen bromide from the 2,3-dihydropyridine thus formed. The presence of an o-substituent group or nitro group in the phenyl isocyanate resulted in a reduced cycloaddition yield. The structures of the 2,3-dihydropyridine adducts were determined by X-ray crystallographic analysis.

• 社団法人日本薬学会の論文
• 1979-10-25

著者

• 伊田 喜光

  九州大学薬学部

• 古森 徹哉

  九州大学薬学部

• 松岡 俊和

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 市川 正孝

  福山大学薬学部

• 伊田 喜光

  昭和大学 薬学部

• 原野 一誠

  熊本大学 薬

• 原野 一誠

  熊本大学薬学部

• Ida Yoshiteru

  Faculty Of Pharmaceutical Sciences Kyushu University

• 久野 拓三

  熊本大学薬学部

• 村岡 敬治

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 伊田 喜光

  Faculty of Pharmaceutical Sciences, Kyushu University

• CHRISTENSEN ARILD

  Syntex Analytical Instruments, Inc.

• 村岡 敬治

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 伊田 喜光

  Faculty Of Pharmaceutical Sciences Kyushu University

• Christensen Arild

  Syntex Analytical Instruments Inc.

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