Abstract
The condensation of 1-substituted 2-aminoindoles with β-keto esters gives 2-oxo-α-carbolines. Substitution of diketenes for the β-keto esters leads to a mixture of 2-oxo- and 4-oxo- compounds.
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Literature cited
A. N. Kost, S. M. Gorbunova, and V. A. Budylin, Khim. Geterotsikl. Soedin., 1522 (1971).
A. N. Kost, R. S. Sagitullin, and V. I. Gorbunov, Dokl. Akad. Nauk SSSR, 182, 838 (1968).
R. S. Sagitullin, A. N. Kost, and N. N. Borisov, Khim. Geterotsikl. Soedin., 1207 (1970).
R. S. Sagitullin, A. N. Kost, E. D. Matveeva, and N. I. Nemudrova, Khim. Geterotsikl. Soedin., 920 (1970).
A. R. Katritzky, Chimia, 24, 134 (1970).
E. A. Clarke and M. F. Grundon, J. Chem. Soc., 4190 (1964).
T. P. Toube, I. W. Murphy, and A. D. Cross, Tetrahedron, 23, 2061 (1967).
C. Bülow, Ber., 43, 3401 (1910).
S. V. Tabak, I. I. Grandberg, and A. N. Kost, Khim. Geterotsikl. Soedin., 116 (1965).
C. Hauser and G. Reynolds, J. Am. Chem. Soc., 70, 2402 (1948).
C. F. H. Allen, H. R. Beilfuss, D. M. Burness, G. A. Reynolds, I. F. Tinker, and I. A. van Allan, J. Org. Chem., 24, 787 (1959).
Yu. N. Sheinker and Yu. I. Pomerantsev, Zh. Fiz. Khim., 30, 79 (1956).
L. I. Bellamy and P. E. Rogasch, Spectrochim. Acta, 16, 30 (1960).
A. R. Katritzky and R. A. Jones, J. Chem. Soc., 2947 (1960).
V. S. Troitskaya, V. G. Vinokurov, I. I. Grandberg, and S. V. Tabak, Khim. Geterotsikl. Soedin., 329 (1967).
S. F. Mason, J. Chem. Soc., 1253 (1959).
I. C. Powers, J. Org. Chem., 33, 2044 (1968).
J. C. Sauer, US Patent No. 2,369,919 (1945); Chem. Abstr., 39, 4086 (1945).
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See [1] for communication XXVII.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 48–54, January, 1972.
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Borisov, N.N., Sagitullin, R.S. & Kost, A.N. Indole chemistry. Chem Heterocycl Compd 8, 46–51 (1972). https://doi.org/10.1007/BF00478490
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DOI: https://doi.org/10.1007/BF00478490