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Reactions of 4-acyl-1-alkoxyaryl-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones with nucleophilic reagents

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Abstract

4-Acetyl-1-alkoxyaryl-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones reacted with amines to give 1-alkoxyaryl-5-aryl-4-(1-R-aminoethylidene)pyrrolidine-2,3-diones. Reactions of amines with 4-benzoyl-substituted analogs involve nucleophilic attack on the C3 atom in the heteroring to produce the corresponding 3-R-amino-1-alkoxyaryl-5-aryl-4-benzoyl-2,5-dihydro-1H-pyrrol-2-ones. Reactions of the title compounds with hydrazine hydrate, regardless on the substituent on C4, afforded 4-aryl-3-methyl(phenyl)-5-[2(4)-methoxyphenyl]-4,6-dihydropyrrolo[3,4-c]pyrazol-6-ones.

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References

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, ul. Lenina 48, Perm, 614990, Russia

    V. L. Gein, N. L. Fedorova, E. B. Levandovskaya & M. I. Vakhrin

Authors
  1. V. L. Gein
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  2. N. L. Fedorova
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  3. E. B. Levandovskaya
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  4. M. I. Vakhrin
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Correspondence to V. L. Gein.

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Original Russian Text © V.L. Gein, N.L. Fedorova, E.B. Levandovskaya, M.I. Vakhrin, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 1, pp. 97–100.

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Gein, V.L., Fedorova, N.L., Levandovskaya, E.B. et al. Reactions of 4-acyl-1-alkoxyaryl-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones with nucleophilic reagents. Russ J Org Chem 47, 95–99 (2011). https://doi.org/10.1134/S1070428011010118

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  • DOI: https://doi.org/10.1134/S1070428011010118

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