摘要
N,N-deithyl-iododifluoroacetamide 1 reacted with alkenes,alkynes in aqueous aceto- nitrile solutions of sodium dithionite and sodium hydrogen carbonate at room temperature to give the corresponding adducts,thus constituting a new method for introducing the CF_2 group into organic mol- ecules.Compound 1 reacted with conjugated olefins 2b,c to afford the iodine-free adducts 7b,c. The adducts 3d-f,from addition of 1 to alkenes 2d-f,could be converted into α,α-difluoro-γ- lactones 5d-f by treatment with silica gel.Compound 1 reacted with ethyl vinyl ether 2i to give aldehyde 8,and perfluoroalkyl or polyfluoroalkyl iodides reacted similarly.A radical mechanism was proposed for the addition reaction.Under the same condition,N,N-diethyl-bromodifluoroacetamide produced only the corresponding sulfinate Et_2NC(O)CF_2SO_2Na.
N,N-deithyl-iododifluoroacetamide 1 reacted with alkenes,alkynes in aqueous aceto- nitrile solutions of sodium dithionite and sodium hydrogen carbonate at room temperature to give the corresponding adducts,thus constituting a new method for introducing the CF_2 group into organic mol- ecules.Compound 1 reacted with conjugated olefins 2b,c to afford the iodine-free adducts 7b,c. The adducts 3d-f,from addition of 1 to alkenes 2d-f,could be converted into α,α-difluoro-γ- lactones 5d-f by treatment with silica gel.Compound 1 reacted with ethyl vinyl ether 2i to give aldehyde 8,and perfluoroalkyl or polyfluoroalkyl iodides reacted similarly.A radical mechanism was proposed for the addition reaction.Under the same condition,N,N-diethyl-bromodifluoroacetamide produced only the corresponding sulfinate Et_2NC(O)CF_2SO_2Na.
