Perkow reaction

The Perkow reaction, in this respect is considered a side-reaction.

The Perkow reaction is also used in the synthesis of novel quinolines.

Haloketones react with phosphites in the Perkow reaction.

For the use of hexachloroacetone in the preparation of a novel insect repellent see Perkow reaction.

Phosphites are employed in the Perkow reaction and the Michaelis-Arbuzov reaction.

The reaction of α-bromo- and α-chloroketones with phosphites yields a vinyl phosphate instead of an alkyl phosphonate - the Perkow reaction.

The reaction mechanism of the Perkow reaction consists of a nucleophilic addition of the phosphite at the carbonyl carbon forming a zwitterionic intermediate.

Phosphite esters are used in the Perkow reaction in the formation of vinyl phosphonates and in the Michaelis-Arbuzov reaction to form phosphonates.

The Perkow reaction is an organic reaction in which a trialkyl phosphite ester reacts with a haloketone to form a dialkyl vinyl phosphate and an alkyl halide.

Aryl enol phosphates formed in good yields (ca. 90%) in the Perkow reaction can be used as phosphorylating reagents, e.g. able to transform AMP into ATP.

The Perkow reaction has been applied in the synthesis of a novel insect repellent based on hexachloroacetone and triethylphosphite which is able to engage in a secondary [4+3] cycloaddition with furan through the action of the base sodium 2,2,2-trifluoroethoxide.