Azomethines of nitrogen-containing heterocycles. I. Synthesis and study of the structures of schiff bases from 3-methyl-2-azafluorenone and arylamines

In an investigation of the conditions for the formation of Schiff bases from 3-methyl-2-azafluorenone and arylamines it was shown that the use of boron trifluoride etherate as the catalyst insures the highest yields. The fundamental possibility of the preparation of Schiff bases by condensation of 3-methyl-2-azafluorene with p-nitrosodimethylaniline and subsequent reduction of the resulting oxazirane structure is demonstrated. The ratio of the cis and trans isomers of the resulting azomethines was established on the basis of PMR spectral data. © 1977 Plenum Publishing Corporation.