Abstract
A 2,2′-diethoxycarbonyl derivative of a new bisindole system, viz., 1,2-(5,5′-diindolyl)ethane, was obtained by cyclization of ethyl pyruvate sym-4,4′-diphenyleneethanedihydrazone. 5-(β-Phenylethyl)-2-ethoxycarbonylindole was also isolated in very low yield from the reaction products. Saponification of the 2,2′-diethoxycarbonyl derivative gave the corresponding dicarboxylic acid, the thermal decarboxylation of which leads to the formation of 1,2-(5,5′-diindolyl) ethane. The syn,syn and anti,anti forms of ethyl pyruvate sym-4,4′-diphenyleneethane-dihydrazone were also obtained and characterized.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
Sh. A. Samsoniya, D. M. Tabidze, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 1, 57 (1981).
Sh. A. Samsoniya, M. V. Trapiadze, N. L. Targamadze, I. Sh. Chikvaidze, N. N. Suvorov, Yu. A. Ershova, and V. A. Chernov, Soobshch. Akad. Nauk GSSR, 100, No. 2, 337 (1980).
K. Nakanishi, Infrared Spectra and the Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 51.
F. Ramirer and A. F. Kirby, J. Am. Chem. Soc., 76, 1037 (1954).
Sh. A. Samsoniya, I. Sh. Chikvaidze, N. N. Suvorov, and I. M. Gverdtsiteli, Soobshch. Akad. Nauk GSSR, 91, No. 3, 609 (1978).
Author information
Authors and Affiliations
Additional information
See [1, 2] for Communications 8 and 9.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 348–351, March, 1982.
Rights and permissions
About this article
Cite this article
Cheshmaritashvili, M.G., Samsoniya, S.A., Kurkovskaya, L.N. et al. Bisindoles. 10. Synthesis of 1,2-(5,5′-diindolyl)ethane. Chem Heterocycl Compd 18, 262–265 (1982). https://doi.org/10.1007/BF00522124
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00522124