Abstract
The bromination, nitration, and acylation reactions of various acyl derivatives belonging to the 2-aminoindole series of compounds have been investigated. It has been found that substitution occurs both at the β-carbon atom as well as at the 5- and 6-positions of the benzene ring. The ratio of reaction products depends upon the nature of the electrophile as well as on the degree of substitution of the 2-aminoindole.
Similar content being viewed by others
Literature cited
V. A. Budilin, L. G. Yudin, and A. N. Kost, Khim. Geterotsikl. Khim., No. 9, 1181 (1980).
G. A. Golubeva, E. S. Besidskii, L. A. Sviridova, N. V. Postavnaya, and Yu. G. Bundel', Khim. Geterotsikl. Khim., No. 7, 946 (1985).
L. G. Yudin, A. I. Pavlyuchenko, V. A. Budilin, V. A. Mishkin, and A. N. Kost, Khim. Geterotsikl. Khim., No. 11, 1506 (1971).
G. Berti, A. Da Settimo, and O. Livi, Tetrahedron, 20, 1397 (1964).
A. Da Settimo, E. Namipieri, J. Org. Chem., 35, 2546 (1970).
G. A. Golbeva, Yu. N. Portnov, A. N. Kost, L. I. Borisova, and A. K. Trukhmanov, Khim. Geterotsikl. Khim., No. 10, 1377 (1978).
T. Hino, Y. Torisawa, and M. Nakagaw, Chem. Pharm. Bull., 30, 2349 (1982).
B. I. Gorin, G. A. Golubeva, L. A. Sviridova, A. V. Dovgilevich, and Yu. G. Bundel', Khim. Geterotsikl. Khim., No. 3, 397 (1983).
B. I. Gorin, G. A. Golubeva, L. A. Sviridova, and Yu. G. Bundel', Vestn. MSU, Ser. 2, Khimiya, 24, 389 (1983).
Yu. N. Portnov, G. A. Golubeva, and A. N. Kost, Khim. Geterotsikl. Khim., No. 1, 61 (1972).
Yu. N. Portnov, G. A. Golubeva, A. N. Kost, and V. S. Bolkov, Khim. Geterotsikl. Khim., No. 5, 647 (1973).
B. I. Gorin, G. A. Golubeva, E. S. Besidskii, L. A. Sviridova, and Yu. G. Bundel', Khim. Geterotsikl. Khim., No, 5, 1630 (1983).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 941–945, July, 1985.
Rights and permissions
About this article
Cite this article
Besidskii, E.S., Golubeva, G.A. & Sviridova, L.A. Electrophilic substitution reactions of acylated 2-aminoindole derivatives. Chem Heterocycl Compd 21, 782–785 (1985). https://doi.org/10.1007/BF00519147
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00519147