Melnykov K. Synthesis and properties of functional gem difluorocycloalkanes.

The dissertation is devoted to the development of the methods of synthesis of functional gem-difluorocycloalkanes and study of their phisyco-chemistry properties. It was found that deoxofluorination of functionalized cycloalkanones is an efficient method for the preparation of gem-difluorocycloalkane building blocks. In the case of 3,3-difluorosubstitited cycloalkane derivatives, straightforward deoxofluorination of the corresponding 3-ketocyclopentane/cyclohexane carboxylates led to the target compounds, which were transformed into the corresponding carboxylic acids and primary amines. For the 2,2-difluoro isomers, the bypass route via (2 oxocycloalkyl)methyl acetates was necessary, which allowed for the preparation of the corresponding carboxylic acids. 2,2-Difluorocyclo-pentane/cyclohexane amines were obtained via an alternative route including deoxofluorination of the corresponding 2-(trifluoroacetylamino)cyclo-alkanones.