9-α-NITRO(HYDROXY, AMINO)BENZYLIDENE- AND 9-HYDROXY(AMINO)METHYLENE-4-AZAFLUORENES

Article abstract of DOI:10.1007/BF00476752

Nitration of 9-benzylidene-4-azafluorene with acetyl nitrate leads to the formation of its 9-α-nitrobenzylidene derivative; reduction of the latter gives the corresponding enamine and oxime.Reaction of 4-azafluorene with ethyl benzoate and ethyl formate gives the hydroxybenzylidene and hydroxymethylene derivatives, which upon condensation with amines generate the corresponding enamines.Reduction of 9-formylazafluorene oxime gives 9-aminomethyleneazafluorene.All of the newly synthesized compounds were isolated in the form of mixtures of their Z- and E-isomers, and their structures were established using PMR spectroscopy.