Direct Introduction of the 1‐Fluorocyclopropyl Group via Stille Cross‐Coupling – A Way of Getting Around Per‐ and Polyfluoroalkyl Substances (PFASs)

We are reporting the preparation and use in cross‐coupling reactions of a newly developed, bench‐stable (1‐fluorocyclopropyl)metalloid reagent. The Stille cross‐coupling reaction described for this α‐fluorinated stannane reagent is amenable to a wide range of aryl and alkenyl (pseudo)halides bearing a variety of functional groups. An enantioenriched cross‐coupled product was also obtained from the corresponding 1‐fluorocyclopropyltin reagent bearing an ester handle. Finally, the chemical stability of the 1‐fluorocyclopropyl moiety was also demonstrated by performing several post‐functionalizations.