Enamine

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An enamine is an unsaturated compound derived by the reaction of an aldehyde or ketone with a secondary amine followed by loss of H₂O.

If one of the nitrogen substituents is H, it is the tautomeric form of an imine. This usually will rearrange to the imine; however there are several exceptions (such as aniline).

[edit] Form

R₂C = CR − NR₂

An analogy may be made between an enol and an ketone or aldehyde and the enamine and an imine.

[edit] See also

• Thorpe reaction