Abstract
Monosubstituted benzamidines undergo cyclization with quinoxalinum salts to give 1,2-disubstituted 3a,4,9,9a-tetrahydroimidazo[4,5-b]quinoxalines. The participation in similar cyclizations of N,N′-disubstituted amidines with a CH-active group in the a position leads to 3a,4,9,9a-tetrahydropyrrolo[2,3-b]quinoxalines.
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V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, and L. M. Naumova, Khim. Geterotsikl. Soedin., No. 9, 1284 (1984).
O. N. Chupakhin, V. N. Charushin, L. M. Naumova, A. I. Rezvukhin, and N. A. Klyuev, Khim. Geterotsikl. Soedin., No. 11, 1549 (1981).
S. Patai (editor), The Chemistry of Functional Groups. The Chemistry of Amidines and Imidates, Wiley, London (1975).
V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, N. N. Vereshchagina, L. M. Naumova, and N. N. Sorokin, Khim. Geterotsikl. Soedin., No. 12, 1684 (1983).
V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, G. M. Petrova, and E. O. Sidorov, Khim. Geterotsikl. Soedin., No. 5, 680 (1984).
V. G. Baklykov, V. N. Charushin, O. N. Chupakhin, and V. N. Drozd, Khim. Geterotsikl. Soedin., No. 5, 686 (1984).
P. Oxley, H. W. Partrige, and W. Short, J. Chem. Soc., No. 8, 1110 (1947).
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See [1] for Communication 13.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 390–395, March, 1985.
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Naumova, L.M., Charushin, V.N., Chupakhin, O.N. et al. Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 14. Reaction of quinoxalinium salts with mono- and N,N′-disubstituted amidines. Chem Heterocycl Compd 21, 326–331 (1985). https://doi.org/10.1007/BF00506676
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DOI: https://doi.org/10.1007/BF00506676