Abstract
During the E. Fischer type synthesis of 2,7-diethoxycarbonyl-1H,8H-pyrrolo[3,2-g]indole there was discovered an unusual chlorination reaction of the benzene ring in 7-amino-2-ethoxycarbonylindole. It is suggested that the reaction occurs via an electrophilic substitution mechanism.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
Sh. A. Samsoniya, M. V. Trapaidze, N. A. Kurpashvili, D. S. Zurabishivili,, and N. N. Suvorov, Khim. Geterotsikl. Soedin., 942 (1998).
H. A. Katti and S. Siddappa, Indian. J. Chem., 22B, 1205 (1983).
I. Sh. Chikvaidze, Sh. A. Samsoniya, N. L. Targamadze, and N. Lomadze, Khim. Geterotsikl. Soedin., 1145 (1994).
M. I. Dewar, E. G. Zoelisch, E. F. Healy, and J. P. Stewart, J. Amer. Chem. Soc., 107, 3902 (1985).
W. H. Houlihan (editor), Indoles, John Wiley and Sons, New York (1972), Part 1, p. 33.
S. P. Hiremath and R. S. Hosmane, Adv. Heterocycl. Chem., 15, 350 (1973).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Chikvaidze, I.S., Samsoniya, S.A., Lomadze, N.S. et al. Pyrroloindoles. 18. An Unexpected Chlorination Reaction During the Synthesis of 2,7-Diethoxycarbonyl-1H,8H-pyrrolo[3,2-g]indole. Chemistry of Heterocyclic Compounds 36, 1421–1425 (2000). https://doi.org/10.1023/A:1017518328962
Issue Date:
DOI: https://doi.org/10.1023/A:1017518328962