The Favorskii rearrangement (different from Favorskii reaction), named after Russian chemist Alexei Yevgrafovich Favorskii, is mainly a rearrangement of cyclopropanones and α-halo ketones which gives rise to carboxylic acid derivatives. In case of cyclic α-halo ketones, the Favorski rearrangement contains a ring contraction. This rearrangement occurs in the presence of a base, occasionally hydroxide, to give a carboxylic acid but most of the time either an alkoxide base or an amine to give an ester or an amide, correspondingly. α,α'-Dihaloketones remove HX under the reaction conditions to yield α,β-unsaturated carbonyl compounds.
In case of cylic α-halo ketones, the rearrangement takes place as shown below:
Reaction Mechanism -
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