Abstract
It has been established that the reaction of 9-(p-methoxyphenylimino)fluorene with dichlorocarbene (conditions of phase-transfer catalysis) proceeds in two directions — the formation of spiroaziridinefluorene and of spiroindoxylfluorene, the structure of which has been demonstrated. Opening of the aziridine ring of spiroaziridinefluorene has been accomplished. From the analagous azamethine, 4-aza-fluorene, an ester of N-substituted Β-aminopropionic acid with a 4-azafluorene fragment was obtained by alkylation of its dianion with methyl chloroacetate.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
R. R. Kostikov, A. F. Khlebnikov, and K. A. Ogloblin, Zh. Org. Khim., 9, 2346 (1973).
D. J. Sikkema, E. Molenaar, and D. B. von Guldener, Recl. Trav. Chim. Pays-Bas, 95, 154 (1976).
S. K. Sarkar and L. A. Gaivoronskaya, paper deposited at VINITI, No. 12, p. 99, No. 1290 (1984).
V. I. Nefedov, Applications of X-Ray Electron Spectroscopy in Chemistry, Series: Chemical Bonds and Molecular Structure [in Russian], VINITI, Vol. 1, pp. 33, 52 (1973).
J. G. Smith and D. Veach, Can. J. Chem., 44, 2245 (1966).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 895–897, July, 1986.
Rights and permissions
About this article
Cite this article
Prostakov, N.S., Gaivoronskaya, L.A., Sarkar, S.K. et al. Preparation of spiroaziridinefluorene, spiroindoxyl-fluorene, and Β-aminopropionic acid ester with a 4-azafluorene fragment. Chem Heterocycl Compd 22, 710–713 (1986). https://doi.org/10.1007/BF00522728
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00522728