Neighboring Group Participation of the N-Oxide Group in the Reaction of Methyl 1-Oxido-2-pyridyl Ketone Oxime with Tosyl Chloride

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概要

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• The reactions of methyl 1-oxido-2-pyridyl ketone oximes, E- (I_E) and Z-forms (I_Z), with tosyl chloride in the presence of NaOH were investigated to compare the reactivity of the N-oxide with that of the oxime group in the same molecule. In the reaction of I_E, neighboring group participation of the N-oxide group apparently occurred, and 3-methyl-2-tosyloxy-2H-[1,2,5]-oxadiazolo [2,3-a] pyridine (III) was obtained. The mechanism of the formation of III is discussed. The hydrogenation of III with H_2/Pd-C afforded two 1,2,5-oxadiazole derivatives (IV and V) ; the hydrogenation conditions were examined in detail.

• 社団法人日本薬学会の論文
• 1983-07-25

著者

• 千葉 卓男

  Pharmaceutical Institute, Tohoku University

• 千葉 卓男

  Pharmaceutical Institute Tohoku University

• 加藤 鉄三

  東北大学 薬

• 加藤 鉄三

  Pharmaceutical Institute Tohoku University

• 後藤 良宣

  Faculty of Pharmaceutical Sciences, Fukuoka University

• 本庄 紀子

  Faculty of Pharmaceutical Sciences, Fukuoka University

• 加藤 鉄三

  Pharmaceutical Institute. Tohoku University

• 後藤 良宣

  Faculty Of Pharmaceutical Sciences Fukuoka University

• 田川 義展

  Faculty of Pharmaceutical Sciences, Fukuoka University

• 本庄 紀子

  Faculty Of Pharmaceutical Sciences Fukuoka University

• 田川 義展

  Faculty Of Pharmaceutical Sciences Fukuoka University

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