Abstract
It is shown that 2,3-dioxopyrrolo[2,1-a]isoquinolines react readily with aliphatic diamines and hydroxyamine with opening of the dioxopyrrole ring and formation of the corresponding bisenaminoketoamides and hydroxamic acids. Reaction with the thiosemicarbazide and hydrazides of aromatic acids proceeds without opening of the pyrrole ring at the ketone carbonyl. Derivatives of hexahydropyridazine are formed when compounds with carboxyethyl groups at position 1 react with hydrazine.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
A. G. Mikhailovskii and M. O. Dekaprilevich, Khim. Geterotsikl. Soedin., 1111 (1998).
A. G. Mikhalovskii, N. N Polygalova, T. S. Turova, G. A. Lobashova, and M. I Vakhrin, Khim. Geterotsikl. Soedin., 1357 (2004).
N. N. Polygalova and A. G. Mikhalovskii, Khim. Geterotsikl. Soedin., 1403 (2004).
N. N. Polygalova and A. G. Mikhalovskii, Khim. Geterotsikl. Soedin., 1378 (2005).
Houben-Weil, Methods of Organic Chemistry. Methods of Analysis [Russian translation], Goskhimizdat, Moscow, 1963, 509.
V. S. Shklyaev, B. B. Aleksandrov, A. G. Mikhailovskii, and M. I. Vakhrin, Khim. Geterotsikl. Soedin., 963 (1987).
B. B. Aleksandrov, V. S. Shklyaev, and Yu. V. Shklyaev, Khim. Geterotsikl. Soedin., 854 (1991).
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, 1383–1387, September, 2005.
Rights and permissions
About this article
Cite this article
Polygalova, N.N., Mikhailovskii, A.G. Reactions of 2,3-Dioxopyrrolo[2,1-a]isoquinolines with Active N-Nucleophiles. Chem Heterocycl Compd 41, 1178–1182 (2005). https://doi.org/10.1007/s10593-005-0299-9
Received:
Issue Date:
DOI: https://doi.org/10.1007/s10593-005-0299-9