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Regioselective cyclocondensation of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with thiazolylhydrazines

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Abstract

Ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates reacted in a regioselective fashion with thiazolylhydrazines to give the corresponding ethyl 1-thiazolyl-5-fluoroalkyl-1H-pyrazole-4-carboxylates. The product structure was determined on the basis of NMR and X-ray diffraction data.

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Correspondence to V. I. Saloutin.

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Original Russian Text © M.V. Pryadeina, A.B. Denisova, Ya.V. Burgart, V.I. Saloutin, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1838–1842.

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Pryadeina, M.V., Denisova, A.B., Burgart, Y.V. et al. Regioselective cyclocondensation of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with thiazolylhydrazines. Russ J Org Chem 44, 1811–1815 (2008). https://doi.org/10.1134/S1070428008120166

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  • DOI: https://doi.org/10.1134/S1070428008120166

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