Abstract
6-Cyano-1,3-diazaadamantan-6-ols and- 9-cyano-3,6-diazahomoadamantan-9-ols, whose reaction with ammonia forms the corresponding 6-cyano-6-amino-1,3-diazaand 9-cyano-9-amino-3,6-diazahomoadamantanes, were prepared by the exchange reaction of 1,3-diazaadamantan-6-ones and 3,6-diazahomoadamantan-9-ones with acetone cyanohydrin. When heated with ammonium carbonate, spirohydantoins were directly obtained from the former compounds and from the initial ketones by Bucherer—Bergs synthesis.
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A. I. Kuznetsov, I. A. Vladimirova, T. M. Serova, and A. S. Moskovkin, Khim. Geterotsikl. Soedin., No. 5, 643 (1992).
A. I. Kuznetsov, E. B. Basargin, M. Kh. Ba, A. S. Moskovkin, I. I. Miroshnichenko, and M. Ya. Botnikov, Khim. Geterotsikl. Soedin., No. 5, 647 (1989).
A. I. Kuznetsov, E. B. Basargin, and M. Kh. Ba, Zh. Org. Khim., 21, 2607 (1985).
A. I. Kuznetsov and I. A. Vladimirova, Khim. Geterotsikl. Soedin., No. 12, 1700 (1988).
A. I. Kuznetsov, I. A. Vladimirova, and E. B. Basargin, Khim. Geterotsikl. Soedin., No. 5, 675 (1990).
A. I. Kuznetsov, E. B. Basargin, A. S. Moskovkin, M. Kh. Ba, I. V. Miroshnichenko, M. Ya. Botnikov, and B. V. Unkovskii, Khim. Geterotsikl. Soedin., No. 12, 1679 (1985).
R. A. Corral, O. O. Drazi, A. M. Duffield, and C. Djerassi, Org. Mass Spectrom., 5, 551 (1971).
J. Tamas, G. Czira, G. Simig, and K. Lempert, Org. Mass Spectrom., 10, 390 (1975).
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See [1] for Communication 15.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 648–652, May, 1992.
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Kuznetsov, A.I., Sokolova, T.D., Vladimirova, I.A. et al. Heteroadamantanes and their derivatives. Chem Heterocycl Compd 28, 546–550 (1992). https://doi.org/10.1007/BF00475254
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DOI: https://doi.org/10.1007/BF00475254