Reactions of polyfluorinated 2,5-cyclohexadienones at the carbonyl group

摘要

Perfluoro-4-phenoxy-2,5-cyclohexadienone reacts with phenyl- and pentanuorophenylhydrazines to give products of nucleophilic substitution of the fluorine atom at the double bond, 3-arylazotetrafluorophenols. In the presence of aluminum chloride, the reactions proceed at the carbonyl groups of polyfluorinated cyclohexadienones to form the corre sponding polyfluorinated azobenzenes. Perfluoro-4-phenoxy-2,5-cyclohexadierione reacts with butyllithium and butylmagnesium bromides to give the product of addition at the carbonyl group.