Reactions at the nitrogen atoms in azafluorene systems

Abstract

Isomeric azafluorenones have been oxidized to N-oxides with H 2 O 2 in acetic acid or in the presence of Na 2 WO 4 .In the same manner monoazafluorenes have been converted into azafluorene N-oxides, but oxidation of diazafluorenes led first to diazafluorenones which then formed diazafluorenone N-oxides. Azafluorenones and azafluorenes are readily N-methylated with CH 3 I to give methiodides. The relations between the rate constants of N-methylation and structural factors have been discussed.