Suga, HiroakiHamatani, TakeshiGuggisberg, YvesSchlosser, Manfred2006-03-032006-03-032006-03-03199010.1016/S0040-4020(01)86762-4https://infoscience.epfl.ch/handle/20.500.14299/226863Reaction of alkenes with N-bromosuccinimide and Et3N.3HF produces vic-bromofluoroalkanes in high yields. As long as the addn. to the C:C bond is sterically unhindered, Br and F get attached with very high regioselectivity, the latter occupying the more substituted, carbocation-stabilizing position. 2-Fluoro-1-alkenes give 1-bromo-2,2-difluoroalkanes. The Br may be removed by base-promoted dehydrofluorination to afford fluoro olefins, or by redn. with Bu3SnH, leading to mono- or difluoroalkanes. [on SciFinder (R)]Regiochemistry (of bromofluorination of alkenes by bromosuccinimide and triethylamine tris(hydrofluoride); Dehydrobromination (of bromofluoroalkanes with potassium tert-butoxide); Alkanes Role: RCT (Reactant)SPN (Synthetic preparation)PREP (Preparatvicinal bromofluoroalkane; alkane bromofluoro regioselective prepn; alkene fluoro; bromofluorination alkeneVicinal bromofluoroalkanes: their regioselective formation and their conversion to fluoro olefinstext::journal::journal article::research article