Abstract
1,4,5,6,7,8-Hexahydroquinoline derivatives are formed in the unsymmetrical three-carbon condensation of a β-aminovinylcarbonyl compound, dimedone, and an aldehyde, regardless of the medium. Hexahydroquinolines were isolated in neutral and basic media, in the condensation of a β-aminovinylcarbonyl compound with acetoacetic ester and an aldehyde. 1,2,3,4,5,6,-7,8,9,10-Decahydroacridine-1,8-dione derivatives are formed in acidic media.
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É. É. Grinshtein, É. I. Stankevich, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., 1118 (1967).
É. É. Grinshtein, É. I. Stankevich, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 1, 395 (1967).
H. Hellman and D. Dieterich, Ann., 656, 53 (1962).
V. Petrow, J. Chem. Soc., 884 (1946).
J. A. Berson and E. Brown, J. Amer. Chem. Soc., 77, 444 (1955).
T. Kametani, K. Ogasawara, and A. Kozuka, Yakugaku Zasshi, 86, 815 (1966); Chem. Abstr., 65, 20,092 (1966).
É. I. Stankevich and G. Ya. Vanag, Izv. Akad. Nauk Latv. SSR, Ser. Khim., 311 (1962).
M. Laloi-Diard and M. Rubinstein, Bull. Soc. Chim. France, 748 (1968).
É. I. Stankevich, Dissertation, Riga (1962), p. 50.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 228–230, February, 1975.
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Stankevich, É.I., Grinshtein, É.É. & Dubur, G.Y. Structures of the products of the reaction of β-aminovinylcarbonyl compounds, a β-diketone, and an aldehyde. Chem Heterocycl Compd 11, 196–198 (1975). https://doi.org/10.1007/BF00471397
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DOI: https://doi.org/10.1007/BF00471397