Reaction of N,N-Disubstituted Polyfluoroalkanethioamides with Diazomethane: Entry to New Thiirane Derivatives

New fluorinated thiirane derivatives were formed as a result of the reaction between N,N-disubstituted polyfluoroalkanethioamides and diazomethane. The obtained thiiranes were smoothly desulfurized by the treatment with triphenylphosphine affording 1-polyfluoroalkyl enamines. New transformations of the synthesized thiiranes and enamines into functionalized 1,4-dioxanes have been found to occur under the action of m-chloroperoxybenzoic acid. The structures of 1,4-dioxanes containing trifluoromethyl and pentafluoroethyl groups have been determined by X-ray diffraction analysis.