Analysis shows functionalization and cycloadditions in gem-difluoroalkenes, indicating modular synthesis potential.
Here we report a modular strategy for constructing structurally diverse gem-difluoroalkenes via phosphorus-assisted fluoride elimination using trifluoroacetic anhydride as the fluorine source. The protocol provides access to fully substituted architectures with unprecedented generality across alkyl, aryl, alkenyl, alkynyl, heteroatom-centered, and fused-ring groups and bioactive heterocycles (indoles, pyrimidines, glycosides), enabling downstream transformations via cycloadditions and functionalization. Mechanistic studies reveal a radical phosphorus-installation step followed by rate-determining P-F elimination.
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Dong et al. (2025) studied this question.
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