Abstract
The oxidative coupling of 4a,9-diaza-1,2,4a,9a-tetrahydro-9H-fluorene derivatives with methylene-active compounds in the presence of MnO2 leads to substituted (at the methylene group) 6-methylene-4a,9-diaza-1,2,4a,9a-tetrahydro-6H-fluorene derivatives. The corresponding 2,2-disubstituted 5-dicyanomethylene-3,5-dihydrobenzimidozoles were obtained in the reaction of 2,2-disubstituted benzimidazolines with malonitrile in the presence of MnO2.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
O. Yu. Slabko, V. A. Kaminskii, and M. N. Tilichenko,Khim. Geterotsikl. Soedin., No. 11, 1500 (1989).
S. Patai (ed.),The Chemistry of the Quinonoid Compounds, London-New York (1974), p. 1145.
A. A. Volod'kin and V. V. Ershov,Usp. Khim. 57, 595 (1988).
Y. Yamashita, T. Suzuki, G. Saito, and T. Mukai, Techn. Rep. ISSP, A, N 1657 (1986);Ref. Zh. Khim., 7Zh74 (1987).
K. E. Davies, G. E. Domany, M. Farhat, J. A. Herbert, A. M. Jefferson, M. A. Gutierres, and H. Sushitzky,J. Chem. Soc., Perkin 1, No. 11, 2465 (1984).
V. I. Vysokov, G. B. Afanas'eva, and O. N. Chupakhin,Khim. Geterotsikl. Soedin., No. 4, 538 (1988).
V. A. Kaminskii, O. Yu. Slabko, S. é. Kraeva, and M. N. Tilichenko,Zh. Org. Khim. 24, 228 (1988).
V. A. Kaminskii, T. V. Zabolotnova, T. V. Novikova, and M. N. Tilichenko,Zh. Org. Khim. 17, 670 (1981).
H. A. Staab and F. Vögtle,Chem. Ber. 98, 2681 (1965).
Author information
Authors and Affiliations
Additional information
See [1] for Communication 1.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 779–785, June, 1990.
Rights and permissions
About this article
Cite this article
Slabko, O.Y., Mezhennaya, L.V., Kaminskii, V.A. et al. Oxidative coupling in 4a,9-diaza-1,2,4a,9a-tetrahydrofluorene derivatives. 2. Synthesis of methylenequinoneimines. Chem Heterocycl Compd 26, 649–654 (1990). https://doi.org/10.1007/BF00756416
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00756416