Bulletin of the Chemical Society of Japan

Azirines. III. The Preparation of Azirine Derivatives by the Base-Catalyzed Rearrangement of Quaternary Hydrazones

S Sato

Index: Sato,S. Bulletin of the Chemical Society of Japan, 1968 , vol. 41, p. 1440 - 1444

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Citation Number: 26

Abstract

An attempt to prepare azirines by the base-catalyzed rearrangement of some quaternary hydrazones gave the corresponding azirine derivatives. Namely, 2-phenyl-3-methylazirine was obtained by the treatment of propiophenone dimethylhydrazone methiodide with potassium t-butoxide, but treatment with sodium isopropoxide gave 2, 5-diphenyl-3, 6- dimethylpyrazine or 2-phenyl-2-isopropoxy-3-methylaziridine, depending on the reaction ...