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Vilsmeier Formylation of Hydrazones and Semicarbazones Derived from Alkyl, Benzyl, and Cycloalkyl Methyl Ketones

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Abstract

Formylation of ten accessible phenylhydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones with the complex of POCl3 with dimethylformamide was studied. Depending on the electronic and steric structure of the substrates, the reaction yields 1-phenyl- or 1-unsubstituted 3,4-dialkyl-, 3-alkyl-4-aryl-, or 3-alkyl-4-formylpyrazoles. These compounds can be readily oxidized into the corresponding carboxylic acids.

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Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 3, 2005, pp. 448–452.

Original Russian Text Copyright © 2005 by Lebedev, Lebedeva, Sheludyakov, Kovaleva, Ustinova, Kozhevnikov.

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Lebedev, A.V., Lebedeva, A.B., Sheludyakov, V.D. et al. Vilsmeier Formylation of Hydrazones and Semicarbazones Derived from Alkyl, Benzyl, and Cycloalkyl Methyl Ketones. Russ J Gen Chem 75, 412–416 (2005). https://doi.org/10.1007/s11176-005-0241-y

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  • DOI: https://doi.org/10.1007/s11176-005-0241-y

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