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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.

The catalyst system including ligand (I) is successfully applied to the reaction of a broad spectrum of aldehydes with nitromethane and can be extended to a diastereoselective preparation of analogues (XIII) in the presence of nitropropane.

A bifunctional non-crosslinked polystyrene bearing amine and thiourea groups is developed and used as homogeneous catalyst in reactions of nitroalkenes with nitropropane or sulfur ylides.

form (seealso entries 1 and 2 in Table 1). With these successful results we examined the generalityof the reactions with other entries as summarized in Table 1.We obtained similar results when we changed nitroethaneinto nitropropane (entries 3 and 4) or nitrohexane (entries 5and 6). However, the separation of