1,4-Additions of electron-rich heterocycles onto beta-perfluoroalkyl enones

作者：Leuger Julia; Blond Gaelle; Billard Thierry^*; Haufe Guenter; Langlois Bernard R

来源：Journal of Fluorine Chemistry, 2011, 132(10): 799-803.

DOI：10.1016/j.jfluchem.2011.04.004

• beta-(Trifluoromethyl)enones
• beta-(Perfluoroalkyl)enones
• Heterocycles
• Furans
• Benzofurans
• Pyrroles
• Indoles
• Hydroxycoumarins
• Side-chain perfluoroalkylated heterocycles
• Perfluoroalkyl Warfarin analogs
• 1,4-Addition

beta-(Trifluoromethyl)enones, easily obtained in few steps from commercially available methyl hemiketal of trifluoroacetaldehyde, react with electron-rich O- and N-containing heterocycles (furans and benzofurans, pyrroles and indoles, hydroxycoumarins), through a 1,4 addition, to give heterocycles bearing a functionalized side-chain. beta-(chlorodifluoromethyl)enones and beta-(pentafluoroethyl)enones behave in the same way.

• 出版日期2011-10