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The Journal of Organic Chemistry

Mechanism of base-promoted eliminative fragmentations of 2-alkyl-3-phenyloxaziridines

K Suda, F Hino, C Yijima

文献索引:Suda, Kohji; Hino, Fumio; Yijima, Chino Journal of Organic Chemistry, 1986 , vol. 51, # 22 p. 4232 - 4239

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被引用次数: 7

摘要

The base-promoted fragmentations of 2-benzy1-3-(4-substituted-phenyl) oxaziridines 1 and 2-(4-substituted-benzyl)-3-phenyloxaziridines 2 in anhydrous organic solvents give benzaldehydes and unstable benzylideneimines. The subsequent trimerization of the imines provides the benzylidene animals with the liberation of ammonia. The fragmentations can be regarded as an a, p-elimination and have been studied kinetically with triethylamine in ...