在酸催化下肟重排得到酰胺的反应

反应机理

一、质子酸催化机理

二、PCl5催化

底物的离去基团都是反式迁移。

反应实例

另外有一些非正常的Beckmann重排反应，迁移片段离开底物后，得到的腈类化合物很稳定。

反应实例

参考文献

1. Beckmann, E. Chem. Ber. 1886, 89, 988. Ernst Otto Beckmann (1853-1923) wasborn in Solingen, Germany. He studied chemistry and pharmacy at Leipzig. In additionto the Beckmann rearrangement of oximes to amides, his name is associated withthe Beckmann thermometer, used to measure freezing and boiling point depressions todetermine molecular weights. Ernst Otto Beckmann (1853-1923) 生于德国索伦根，在莱比锡大学学习化学和药学。除了Beckmann反应，他还发明了Beckmann温度计，是一种可准确到0.001℃的示差温度计，可用于通过凝固点法和沸点法测量分子量。

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编译自：J.J. Li, Name Reactions: A Collection of Detailed Mechanisms and Synthetic Applications, Beckmann rearrangement，page 39-41.