Abstract
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.
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Literature cited
M. Hamana, Khim. Geterotsikl. Soedin., No. 9, 1155 (1973).
M. Hamana and H. Noda, Chem. Pharm. Bull.,11, 1331 (1963).
M. Hamana and H. Noda, Chem. Pharm. Bull.,13, 912 (1965).
O. N. Chupakhin, V. N. Charushin, I. M. Sosonkin, E. G. Kovalev, L. G. Kalb, and I. Ya. Postovskii, Khim. Geterotsikl. Soedin., No. 5, 690 (1977).
R. Carlson and R. Christoffer, Acta Chem. Scand.,31, 485 (1977).
J. Szmuszkovicz, in: Advances in Organic Chemistry, Vol. 4, R. A. Raphael, E. C. Taylor, and H. Wynberg (eds.), Interscience, New York (1963).
O. N. Chupakhin and I. Ya. Postovskii, Usp. Khim.,45, 908 (1976).
G. Stork, A. Brizzolara, H. K. Landesman, J. Szmuszkovicz, and R. Terrell, J. Am. Chem. Soc.,85, 207 (1963).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 666–669, May, 1979.
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Chupakhin, O.N., Charushin, V.N. & Sidorov, E.O. Reactions of N-alkylazinium cations. Reaction of acridinium salts with enamines. Chem Heterocycl Compd 15, 541–544 (1979). https://doi.org/10.1007/BF00773223
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DOI: https://doi.org/10.1007/BF00773223