From fluorovinyl halides

Attempts to prepare a (/ -fiuorovinyl)iodonium salt from l-decynyl(phenyl)iodonium tetrafluoroborate by the procedures employed for / -chloro- and (/ -bromovinyl)iodonium halides have been unsuccessful103. Admixture of the decynyliodonium salt and lithium fluoride in acetic acid ultimately (2 days, rt) leads to l-acetoxy-2-decanone103. (Z )-(/ -Fluoro-jS-perfluoroalkylvinyl)iodonium triflates, on the other hand, can be made by the treatment of (1H, li/-perfluoroalkyl)phenyliodonium triflates with sodium hydride (equation 178)136. Apart from 2-fluoro-l-hexadecenyl(phenyl)iodonium chloride (synthesis not described)104, these are the only reported examples of (/ -fluorovinyl)iodonium salts. 

Another principal method is the fluorovinylation of suitable precursors by transition metal-catalyzed carbon-carbon coupling reactions [13]. Activated fluorovinyl species can be conveniently generated in situ from commonly used hydrofluorocarbons, for example HFC-134a [14] (Scheme 2.192). Fluorinated vinyl zinc halides are often used for the coupling reactions, but other activated species, for example stannanes [15] or boronates [16], have also been applied successfully. 

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