Abstract
It was established that the principal pathway in the catalytic hydro(alkyl,aryl)-amination of 1,5-diketones is, depending on the structure of the diketone and the amine component, the stereospecific formation of substituted piperldines, octa- and decahydroquinolines, and perhydroacridines or pyridine and tetrahydro- and benzodihydroquinoline structures.
Similar content being viewed by others
Literature cited
E. Knoevenagel, Liebigs Ann.,281, 281 (1894).
V. I. Vysotskii and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 10, 1361 (1977).
A. N. Saverchenko, V. A. Kaminskii, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 9, 1232 (1972).
A. N. Saverchenko, Z. R. Bekkerova, V. A. Kaminskii, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 2, 243 (1974).
M. N. Tilichenko and V. I. Vysotskii, Dokl. Nauk SSSR,119, 1162 (1958).
V. I. Vysotskii and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 3, 376 (1971).
V. I. Vysotskii, Khim. Geterotsikl. Soedin., No. 9, 1236 (1970).
E. Brown and M. Ragault, Bull. Chem. Soc. Jpn.,47, 1727 (1974).
T. V. Moskovkina, M. N. Tilichenko, V. M. Kurilenko, and L. P. Fedyaeva-Basova, Khim.-farm. Zh., No. 3, 3 (1973).
V. G. Kharchenko, V. N. Kravtsova, A. D. Shebaldova, and A. A. Terekhin, Zh. Org. Khim.,15, 1416 (1979).
N. Barbulescu and F. Potmischil, Tetrahedron Lett., No. 27, 2309 (1969).
G. V. Pavel', M. N. Tilichenko, and A. D. Chumak, Deposited Manuscript No. 4253 (1976); Ref. Zh. Khim., 15Ah245 (1977).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 944–947, July, 1982.
Rights and permissions
About this article
Cite this article
Kharchenko, V.G., Kriven'ko, A.P., Fedotova, O.V. et al. Formation of nitrogen heterocycles in the hydroamination of 1,5-diketones. Chem Heterocycl Compd 18, 720–723 (1982). https://doi.org/10.1007/BF00568950
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00568950