Aza-Henry Reaction with CF3-Ketimines: An Efficient Approach to Trifluoromethylated -Nitroamines, 1,2-Diamines, -Aminooximes, and Imidazolidinones

摘要

CF3-Substituted ketimines synthesized from trifluoroacetone, hexafluoroacetone, and trifluoroacetophenones were studied in aza-Henry reactions with nitroalkanes. We found that nitromethane and nitropropane react with CF3-substituted ketimines to form the target -nitroamines in high yield. The aza-Henry reaction proceeded under mild conditions in the presence of an appropriate base. A new simple method for the synthesis of -nitroamines bearing CF3 group was developed. -CF3--nitroamines can easily be converted into trifluoromethylated 1,2-diamines, -aminooximes, and imidazolidinones.