Abstract
Alkylation of ethyl 2-oxotetrahydrofuran-3-carboxylates with 2,3-dichloroprop-1-ene and 3-bromoprop-1-yne gave new 3,5,5-tri- and 3,3,5,5-tetrasubstituted tetrahydrofuran-2-ones which were converted into the corresponding 3-(2-oxopropyl)tetrahydrofuran-2-ones. Reactions of the latter with semicarabazide, thiosemicarbazide, and phenylhydrazine were studied with a view to obtain new heterocyclic lactones.
Similar content being viewed by others
References
Kochikyan, T.V., Samvelyan, M.A., Arutyunyan, V.S., and Avetisyan, A.A., Russ. J. Org. Chem., 2005, vol. 41, p. 894.
Kochikyan, T.V., Arutyunyan, E.V., Arutyunyan, V.S., and Avetisyan, A.A., Khim. Geterotsikl. Soedin., 2006, p. 123.
Dickel, D.F. and de Stevens, G., US Patent no. 3 538 223, 1970; Chem. Abstr., 1971, vol. 74, no. 22 694 j.
Dickel, D.F. and de Stevens, G., US Patent no. 3 686 211, 1971; Chem. Abstr., 1972, vol. 77, no. 151 925 w.
Kochikyan, T.V., Arutyunyan, E.V., Arutyunyan, V.S., and Avetisyan, A.A., Russ. J. Org. Chem., 2003, vol. 39, p. 1140.
Kochikyan, T.V., Samvelyan, M.A., Arutyunyan, V.S., and Avetisyan, A.A., Russ. J. Org. Chem., 2003, vol. 39, p. 1329.
Kochikyan, T.V., Arutyunyan, E.V., Arutyunyan, V.S., and Avetisyan, A.A., Khim. Zh. Arm., 2003, vol. 56, no. 4, p. 51.
Arutyunyan, V.S., Kochikyan, T.V., Avetisyan, A.A., and Korpakova, I.G., Armenian Patent no. 1114, 2002.
Arutyunyan, V.S., Kochikyan, T.V., Arutyunyan, E.V., and Avetisyan, A.A., Uch. Zap. Erev. Gos. Univ., 2002, no. 1, p. 73.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © T.V. Kochikyan, E.V. Arutyunyan, V.S. Arutyunyan, A.A. Avetisyan, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1826–1830.
Rights and permissions
About this article
Cite this article
Kochikyan, T.V., Arutyunyan, E.V., Arutyunyan, V.S. et al. Synthesis of 5-substituted 3-(2-oxopropyl)tetrahydrofuran-2-ones and heterocyclic compounds on their base. Russ J Org Chem 44, 1799–1803 (2008). https://doi.org/10.1134/S1070428008120130
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428008120130