Reactions of fluoroalkyl-containing α-halogenated β-ketoesters with amines

1. In the reactions of a-chloro- andα,α-dibromo-β-ketoesters with aliphatic amines, increasing the degree of fluorination of theγ- substituent and its length as well as the degree of halogenation of theα-position promotes their “acidic” cleavage, while increasing the steric hindrance of the amine leads to suppression of this reaction. 2. Whenα-chloro- and α,α-dibrorno-β-ketoesters react with aliphatic amines a new reaction pathway is effected dehalogenation from theα-position of theβ-ketoesters.