Carbon bonds arbon-nitrogen

The synthetic uses of hydrazones and oximes for carbon-bond formation differ little from those of imines as their anions represent enolate equivalents except for certain methods that have been developed for asymmetric induction. Conversely, the formal replacement of the carbon substituent of imines by a heteroatom (nitrogen for hydrazones and oxygen for imines) opens reaction pathways such as the Beckmann rearrangement of oximes and the Wolff-Kishner and Shapiro reductions of hydrazones that have no analogy in the chemistry of imines. 

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