Abstract
Acyl derivatives of the Fischer base react in the presence of phosphorus oxychloride with m-diethylaminophenol or resorcinol, forming spiro (indoline-2,2′-[2H]chromenes) and spiro(indoline-2,4′-[4H]chromenes). The ratio of the isomers depends on the solvent and the substituent in the phenol. The structure of the compounds obtained was established on the basis of the data of the 1H and 13C NMR spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
P. Burri, Ger. Offen. 2703008 (1977); Chem. Abstr., 87, 169252 (1977).
É. R. Zakhs, V. P. Martynova, and L. S. Éfros, Khim. Geterotsikl. Soedin., No. 4, 435 (1979).
G. Levy and G. Nelson, Carbon-13 Nuclear Magnetic Resonance for Organic Chemists, Wiley (1972).
V. G. Tsitsishvili and L. P. Shishkin, Izv. Akad. Nauk Gruz. SSR, Ser. Khim., 7, No. 2, 148 (1981).
M. Coenen, Angew Chem., 61, 11 (1949).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 8, pp. 1101–1104, August, 1984.
Rights and permissions
About this article
Cite this article
Kon'kov, L.I., Przhiyalgovskaya, N.M. & Kurkovskaya, L.N. Interaction of acyl derivatives of the Fischer base with meta-substituted phenols. Synthesis of 2H- and 4H-spirochromenes of the indoline series. Chem Heterocycl Compd 20, 897–900 (1984). https://doi.org/10.1007/BF00513578
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00513578