Reactions of N-alkylazinium cations. Reaction of acridinium salts with enamines
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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.
KeywordsOrganic Chemistry Pyridinium Ketone Dimethyl Sulfoxide
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- 1.M. Hamana, Khim. Geterotsikl. Soedin., No. 9, 1155 (1973).Google Scholar
- 2.M. Hamana and H. Noda, Chem. Pharm. Bull.,11, 1331 (1963).Google Scholar
- 3.M. Hamana and H. Noda, Chem. Pharm. Bull.,13, 912 (1965).Google Scholar
- 4.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).Google Scholar
- 5.R. Carlson and R. Christoffer, Acta Chem. Scand.,31, 485 (1977).Google Scholar
- 6.J. Szmuszkovicz, in: Advances in Organic Chemistry, Vol. 4, R. A. Raphael, E. C. Taylor, and H. Wynberg (eds.), Interscience, New York (1963).Google Scholar
- 7.O. N. Chupakhin and I. Ya. Postovskii, Usp. Khim.,45, 908 (1976).Google Scholar
- 8.G. Stork, A. Brizzolara, H. K. Landesman, J. Szmuszkovicz, and R. Terrell, J. Am. Chem. Soc.,85, 207 (1963).Google Scholar