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

2015 
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 β-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 β-nitroamines bearing CF3 group was developed. α-CF3-β-nitroamines can easily be converted into trifluoromethylated 1,2-diamines, α-aminooximes, and imidazolidinones.
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