Heterogeneous fluorination of allylic halides by the combination of lead fluoride and a sodium salt

Article abstract of DOI:10.1016/0022-1139(94)03161-R

The composite solid reagent consisting of lead(II) fluoride and a small amount of sodium bromide has been found to facilitate the fluorination of allylic halides in acetonitrile to afford a mixture of the corresponding and rearranged fluorides in the ratio of 1:1 to 1:2.Such allylic rearrangement is not observed when KF/18-crown-6 or tetrabutylammonium fluoride are employed. - Keywords: Heterogeneous fluorination; Allylic halides; Lead fluoride; Sodium salts; NMR spectroscopy