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- W2030776287 abstract "When olefins are treated with a source of “positive halogen” (such as N-chloro-, N-bromo- or N-iodosuccinimide) in the presence of triethylamine-tris(hydrofluoride), 2-fluoroalkyl chlorides, bromides or iodides are formed with excellent yields. Reductive replacement of the heavier halogen leads to fluoroalkanes, its base-promoted elimination to 1-fluoroalkenes. Terminal olefines obey the MARKOWNIKOFF rule. On the other hand, branched olefms show different regioselective outcome depending on the N-halosuccimimide employed. 1-Bromo-2,2-fluoroalkanes are readily accessible by two consecutive additions of the elements of bromine and fluorine, a dehydrobromination step being interposed. They can be converted into α,α-difluoroalkanals either by bromine/acetate substitution followed by hydrolysis and SWERN oxidation or by bromine/thiopbenolate substitution followed by oxidation and PUMMERER isomerization. These methods can be applied to the synthesis of new compounds exhibiting well defined organoleptic, therapeutic or pesticidal activity. Typical examples will be presented." @default.
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- W2030776287 date "1991-09-01" @default.
- W2030776287 modified "2023-09-25" @default.
- W2030776287 title "Simple, though efficient procedures for the introduction of fluorine into a unsaturated hydrocarbons" @default.
- W2030776287 doi "https://doi.org/10.1016/s0022-1139(00)83755-0" @default.
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