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The iodofluorination of alkynes was carried out using IF5-pyridine-HF and hydroquinone. The iodofluorination of an internal alkyne and a terminal alkyne proceeded stereoselectively to give the corresponding iodofluoroalkenes. An unsymmetrically substituted internal alkyne and electron deficient alkyne also afforded the corresponding iodofluoroalkenes stereoselectively. The iodofluoroalkenes thus obtained...
Stereoselective synthesis of fluoroalkenes is described. (Z)-2-Fluoro-1-alkenyl(phenyl)iodonium tetrafluoroborates (1) were synthesized stereoselectively in good yields by Michael-type addition of HF to 1-alkynyl(phenyl)iodonium tetrafluoroborates (2) with a commercially available HF reagent, hydrofluoric acid or Et 3 N–3HF. Pd-catalyzed cross-coupling reactions using 1 gave (Z)-2-fluoro-1-alkene...
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