Abstract: | The condensation of 3-methyl-2-azafluorene with benzaldehyde at the methyl group, as a result of which the cis and trans forms of 3-styryl-2-azafluorene are formed, proceeds without catalysts. The subsequent condensation with benzaldehyde takes place in the presence of potassium ethoxide and leads to 3-styryl-9-benzylidene-2-azafluorene. Treatment of azafluorene with phenoxyacetyl chloride in the presence of triethylamine yielded 3-methyl-9-( -hydroxy- -phenoxyethylidene)-2-azafluorene. On the basis of the spectral data it was concluded that the latter exists in the form of a mixture of the enol form and the zwitterionic form. 3-Methyl-9-( -phenyl- -cinnamoyloxyallylidene)-2-azafluorene was obtained by acylation of azafluorene with cinnamoyl chloride under the same conditions. The PMR and IR spectral data are presented.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 79–81, January, 1978. |