Abstract
It was established by NMR and mass spectrometry that 1-oxaspiro[2,5]octane-2-carboxylic acid nitrite is converted, by the action of sodium malonate in toluene, to ethyl 2-oxo-4-cyano-1-oxaspiro[4,5]decane-3-carboxylate, which, upon refluxing in DMSO, is de-ethoxycarbonylated to give 2-oxo-1-oxaspiro[4,5]decane-4-carboxylic acid nitrile. The latter is converted to a thioamide, on the basis of which some thiazoles were synthesized.
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R. A. Kuroyan, S. A. Pogosyan, N. P. Grigoryan, M. S. Aleksanyan, A. A. Karapetyan, S. V. Lindeman, and Yu. G. Struchkov, Khim. Geterotsikl. Soedin., No. 1, 28 (1991).
N. Mongelli and F. Animati, Synthesis, No. 4, 311 (1988).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1027–1029, August, 1991.
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Kuroyan, R.A., Pogosyan, S.A. & Grigoryan, N.P. Synthesis and some properties of ethyl 2-oxo-4-cyano-1-oxaspiro[4,5]decane-3-carboxylate. Chem Heterocycl Compd 27, 821–823 (1991). https://doi.org/10.1007/BF00472276
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DOI: https://doi.org/10.1007/BF00472276