Conjugate Addition Reaction Of Hydroxylamines To Unsaturated Nitro-Compounds

First, conjugate additions of N-methylhydroxylamine, N-benzylhydroxylamine, O- methylhydroxylamine, and O-benzylhydroxylamine to differentα,β- unsaturated nitro-compounds were carried out. The diastereomers were obtained. All products are unknown compounds, and their structures have been determined by 1H NMR. Heretofore, conjugate additions of hydroxylamine derivatives to α,β-unsaturated nitro-compounds have not been reported. Therefore, we study on the reaction and its mechanism. Second,α,β-unsaturated nitriles were synthesized by three kinds of methods., all the reactions of N-methylhydroxylamine, O-methylhydroxylamine, N-benzylhydroxylamine and O-benzylhydroxylamine withα,β-unsaturated nitriles were carried out, under different temperatures and different solvents. But no desired products were found, though some catalysis were also added.Last, important intermediates in the organic synthesis and biologically active compounds―trifluoroethyl-substituted derivative of aniline was synthesized from aniline and hexafluoroacetone, by electrophilic substitution, acylation and reduction of metal hydride. The three step reactions were studied in this paper.