Abstract
Reactions of arylchloropyruvic acids esters with aryl- and hetarylhydrazines give rise to pyrazolinedione hydrazones as a result of a tandem condensation of the substituted hydrazines with arylchloropyruvates. In contrast to this process in reaction with hydrazine hydrate a ready reduction unexpectedly occurs by Kizhner-Wolff mechanism affording 3-hydroxydihydrocinnamic acid hydrazide as the principal product. The isomeric arylglycidate reacts along the same pattern.
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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 5, 2005, pp. 710–717.
Original Russian Text Copyright © 2005 by Mamedov, Mustakimova, Gubaidullin, Litvinov, Levin.
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Mamedov, V.A., Mustakimova, L.V., Gubaidullin, A.T. et al. Reactions of Isomeric Arylchloropyruvates and Glycidates with Hydrazines. Russ J Org Chem 41, 694–702 (2005). https://doi.org/10.1007/s11178-005-0228-5
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DOI: https://doi.org/10.1007/s11178-005-0228-5