Abstract
Reactions of N-phenyl-3-oxobutanethioamide with 3-aryl-2-propenoyl chlorides in acetone in the presence of potassium carbonate give rise to 4-aryl-5-acetyl-1-phenyl-6-thioxopiperidin-2-ones, 2-aryl-5-acetyl-6-phenylamino-2,3-dihydro-4H-thiopyran-4-ones, and 6-aryl-2-acetonylidene-3-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones whose structure was proved both by spectral methods and chemical transformations.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
Borisevich, A.N. and Pel’kis, P.S., Zh. Org. Khim., 1965, vol. 1, p. 1052.
Borisevich, A.N., Shulezhko, S.A., and Pel’kis, P.S., Khim. Geterotsikl. Soed., 1966, p. 368.
Borisevich, A.N., Lozinskii, M.O., Samoilenko, L.S., and Rodionov, A.P., Ukr. Khim. Zh., 1990, vol. 56, p. 971.
Nishio, T., Helv. Chim. Acta, 1998, vol. 81, p. 1207.
Missio, J.L., Braibante, H.S., and Braibante, M.E.F., J. Heterocyclic Chem., 1996, vol. 33, p. 1243.
Becher, J., Nissen, H., and Varma, K.S., Lieb. Ann., 1986, p. 1109.
Duus, F. J. Am. Chem. Soc., 1986, vol. 108, p. 630.
Borisevich, A.N., Samoilenko, L.S., Lozinskii, M.O., Rusanov, E.B., and Chernega, A.N., Zh. Obshch. Khim., 2001, vol. 71, p. 1866.
Beilst., 1932, vol. 9, p. 225.
Author information
Authors and Affiliations
Additional information
__________
Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 2, 2005, pp. 292–296.
Original Russian Text Copyright © 2005 by Britsun, Borisevich, Samoilenko, Lozinskii.
Rights and permissions
About this article
Cite this article
Britsun, V.N., Borisevich, A.N., Samoilenko, L.S. et al. Cycloacylation of N-Phenyl-3-oxobutanethioamide with 3-Aryl-2-propenoyl Chlorides. Russ J Org Chem 41, 283–288 (2005). https://doi.org/10.1007/s11178-005-0158-2
Received:
Issue Date:
DOI: https://doi.org/10.1007/s11178-005-0158-2