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The general structure of an enamine. An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone with a secondary amine. [1] [2] Enamines are versatile intermediates. [3] [4] Condensation to give an enamine. [5] The word "enamine" is derived from the affix en-, used as the suffix of alkene, and the root amine.
In recent years, several reagents such as Tris(2,2,2-trifluoroethyl)borate [B(OCH 2 CF 3) 3], [14] pyrrolidine [15] or titanium ethoxide [Ti(OEt) 4] [16] have been shown to catalyse imine formation. Rarer than primary amines is the use of ammonia to give a primary imine. [17] In the case of hexafluoroacetone, the hemiaminal intermediate can be ...
Reductive amination (also known as reductive alkylation) is a form of amination that converts a carbonyl group to an amine via an intermediate imine. The carbonyl group is most commonly a ketone or an aldehyde. It is a common method to make amines and is widely used in green chemistry since it can be done catalytically in one-pot under
Amine. In chemistry, amines (/ ə ˈ m iː n, ˈ æ m iː n /, [1] [2] UK also / ˈ eɪ m iː n / [3]) are compounds and functional groups that contain a basic nitrogen atom with a lone pair.Formally, amines are derivatives of ammonia (NH 3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group [4] (these may respectively be called alkylamines ...
In organic chemistry, the Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton next to a carbonyl (C=O) functional group by formaldehyde (H−CHO) and a primary or secondary amine (−NH 2) or ammonia (NH 3). [1] The final product is a β-amino-carbonyl compound also known as a Mannich base.
The Forster–Decker method is a series of chemical reactions that have the effect of mono-alkylating a primary amine (1), forming a secondary amine (6). [1] [2] The process occurs by way of transient formation of an imine (3) that undergoes the actual alkylation reaction.
The Leuckart reaction is the chemical reaction that converts aldehydes or ketones to amines.The reaction is an example of reductive amination. [1] The reaction, named after Rudolf Leuckart, uses either ammonium formate or formamide as the nitrogen donor and reducing agent.
The imine is often generated in situ from an amine and formaldehyde.An example is the reaction of cyclopentadiene with benzylamine to an aza norbornene. [9]The catalytic cycle starts with the reactions of the aromatic amine with formaldehyde to the imine and the reaction of the ketone with proline to the diene.