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Reaction of methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with arylhydrazines. synthesis of isomeric 5-arylcarbamoyl-4-aroyl- and 5-aryl-4-aryloxamoyl-1H-pyrazoles

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Abstract

Methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with arylhydrazines to give methyl 3-aroyl-1-aryl-2-(2-arylhydrazinyl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxylates which underwent thermal recyclization into isomeric methyl 1-aryl-5-(arylcarbamoyl)-4-aroyl-1H-pyrazole- 3-carboxylates and methyl 1,5-diaryl-4-[2-oxo-2-(arylamino)acetyl]-1H-pyrazole-3-carboxylates.

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Authors and Affiliations

  1. Perm State National Research University, ul. Bukireva 15, Perm, 614990, Russia

    A. Yu. Dubovtsev, A. A. Moroz, M. V. Dmitriev & A. N. Maslivets

Authors
  1. A. Yu. Dubovtsev
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  2. A. A. Moroz
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  3. M. V. Dmitriev
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  4. A. N. Maslivets
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Correspondence to A. Yu. Dubovtsev.

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Original Russian Text © A.Yu. Dubovtsev, A.A. Moroz, M.V. Dmitriev, A.N. Maslivets, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 4, pp. 560–566.

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Dubovtsev, A.Y., Moroz, A.A., Dmitriev, M.V. et al. Reaction of methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with arylhydrazines. synthesis of isomeric 5-arylcarbamoyl-4-aroyl- and 5-aryl-4-aryloxamoyl-1H-pyrazoles. Russ J Org Chem 52, 546–552 (2016). https://doi.org/10.1134/S1070428016040126

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