Vilsmeier formylation of hydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones

…, AB Lebedeva, VD Sheludyakov, EA Kovaleva…

Index: Lebedev; Lebedeva; Sheludyakov; Kovaleva; Ustinova; Kozhevnikov Russian Journal of General Chemistry, 2005 , vol. 75, # 3 p. 412 - 416

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Citation Number: 13

Abstract

Abstract Formylation of ten accessible phenylhydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones with the complex of POCl 3 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 ...