Nucleophilic Vinyl/Allyl, CF3 and CF2α Perfluoroalkyl Groups Substitution and/or E1CB Elimination Reactions of Fluorine Atom(s) in Organofluorinated Compounds

Direct substitution and elimination reactions of the fluorine atoms of difluoromethylene CF2α groups of nonspaced perfluoroalkyl chains, CF3 groups are very difficult to achieve. But, they become feasible with fluoro-alkenes, alkynes, imines or carbonyl derivatives, for which vinylic substitution and related carbanion-mediated pathways are available. In this review, we classify the major and unique fluorine substitution/elimination and rearrangement reactions and discuss their contribution to the synthesis of heterocyclic compounds.