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Synthesis, structure, and antimicrobial activity of methyl (4-alkanoyl-1,5-diaryl-2-hydroxy-3-oxo-2,3-dihydro-1H-pyrrol-2-yl)acetates

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Abstract

Reactions of methyl 3,4,6-trioxoalkanoates (3,4-dihydroxy-6-oxo-2,4-alkadienoates) with mixtures of aromatic aldehydes and arylamines or with the corresponding N-(arylmethylidene)anilines afforded methyl (4-alkanoyl-1,5-diaryl-2-hydroxy-3-oxo-2,3-dihydro-1H-pyrrol-2-yl)acetates. The product structure was discussed on the basis of their IR, 1H NMR, and mass spectra and X-ray diffraction data, and their antimicrobial activity against Staphylococcus aureus P-209 and Escherichia coli M17 was evaluated.

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Authors and Affiliations

  1. Orenburg Branch, Moscow Institute of Technology, pr. Pobedy 75, Orenburg, 460018, Russia

    P. P. Mukovoz

  2. Orenburg State University, pr. Pobedy 13, Orenburg, 460018, Russia

    A. V. Gorbunova, A. N. Sizentsov & I. V. Korobova

  3. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990, Russia

    P. A. Slepukhin & I. N. Ganebnykh

  4. Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002, Russia

    P. A. Slepukhin, O. S. El’tsov & I. N. Ganebnykh

Authors
  1. P. P. Mukovoz
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  2. A. V. Gorbunova
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  3. P. A. Slepukhin
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  4. O. S. El’tsov
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  5. I. N. Ganebnykh
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  6. A. N. Sizentsov
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  7. I. V. Korobova
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Corresponding author

Correspondence to P. P. Mukovoz.

Additional information

Original Russian Text © P.P. Mukovoz, A.V. Gorbunova, P.A. Slepukhin, O.S. El’tsov, I.N. Ganebnykh, A.N. Sizentsov, I.V. Korobova, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 8, pp. 1281–1288.

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Mukovoz, P.P., Gorbunova, A.V., Slepukhin, P.A. et al. Synthesis, structure, and antimicrobial activity of methyl (4-alkanoyl-1,5-diaryl-2-hydroxy-3-oxo-2,3-dihydro-1H-pyrrol-2-yl)acetates. Russ J Gen Chem 87, 1695–1701 (2017). https://doi.org/10.1134/S1070363217080096

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  • DOI: https://doi.org/10.1134/S1070363217080096

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