Radical additions to fluoroolefins. Photochemical fluoroalkylation of alkanols and alkane diols with perfluoro vinyl ethers; photo-supported O-alkylation of butane-1,4-diol with hexafluoropropene
作者： Vladimír Cîrkva , Radek Polák , Oldřich Paleta
DOI: 10.1016/S0022-1139(96)03514-2
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摘要: Abstract Butane-1,4-diol was fluoroalkylated by its photoaddition reactions with hexafluoropropene and perfluoro (propyl vinyl) ether under atmospheric pressure, which monofluoroalkylated bis-fluoroalkylated products were obtained. 1,3-Diols completely unreactive the conditions. 2,2,2-Trifluoroethanol, tert.butyl alcohol methyl appeared to be inert solvents for additions while acetonitrile quenched reactions. The reactivity of vinyl ethers studied (tested) in their alkanols that less regioselective (up 7% rel.of regioisomer) comparison hexafluoropropene. Surprisingly, photo-supported base-induced nucleophilic monoand bis-addition butane-1,4-diol onto observed acetonitrile.
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