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The Nef isocyanide reaction is an 
The product imidoyl chloride can be hydrolyzed to give the amide, trapped with other nucleophiles, or undergo halide abstraction with silver salts to form an acyl nitrilium intermediate.
The reaction is of some theoretical interest, as kinetic measurements and DFT studies have indicated that the addition occurs in one step, without the intermediacy of a tetrahedral intermediate that is commonly proposed for carbonyl addition reactions.
addition reaction
In organic chemistry, an addition reaction is, in simplest terms, an organic reaction where two or more molecules combine to form a larger one (the adduct)..
Addition reactions are limited to chemical compounds that have multiple bonds, such as ...
that takes place between isocyanides and acyl chlorides
In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example o ...
to form imidoyl chloride Imidoyl chlorides are organic compounds that contain the functional group RC(NR')Cl. A double bond exist between the R'N and the carbon centre. These compounds are analogues of acyl chloride. Imidoyl chlorides tend to be highly reactive and are m ...
products, a process first discovered by John Ulrich Nef.
The product imidoyl chloride can be hydrolyzed to give the amide, trapped with other nucleophiles, or undergo halide abstraction with silver salts to form an acyl nitrilium intermediate.
The reaction is of some theoretical interest, as kinetic measurements and DFT studies have indicated that the addition occurs in one step, without the intermediacy of a tetrahedral intermediate that is commonly proposed for carbonyl addition reactions.
See also
*Carbene
In organic chemistry, a carbene is a molecule containing a neutral carbon atom with a valence of two and two unshared valence electrons. The general formula is or where the R represents substituents or hydrogen atoms.
The term "carbene" ma ...
* Insertion reaction
An insertion reaction is a chemical reaction where one chemical entity (a molecule or molecular fragment) interposes itself into an existing bond of typically a second chemical entity ''e.g.'':
: + \longrightarrow
The term only refers to the ...
* Nef reaction
In organic chemistry, the Nef reaction is an organic reaction describing the acid hydrolysis of a salt of a primary or secondary nitroalkane () to an aldehyde () or a ketone () and nitrous oxide (). The reaction has been the subject of several ...
References
{{reflist Carbon-carbon bond forming reactions Addition reactions Name reactions