Reactions of N-alkylazinium cations. Reaction of acridinium salts with enamines

The reaction pyridinium N-methylazinium salts and their benzo analogs — quinolinium, isoquinolinium, and acridinium ions — with enamines was investigated. Acridanyl-substituted enamines, their iminium salts, and the corresponding ketones were obtained by reaction of the N-methylacridinium salts with the enamines in dimethyl sulfoxide at room temperature. The quinolinium and isoquinolinium salts have lower activities; the N-methylpyridinium cation does not react at all under the indicated conditions.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 666–669, May, 1979.