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Synthesis of 4-substituted 1,5-diaryl-3-diphenylmethoxy-3-pyrrolin-2-ones and their [1,5]-sigmatropic rearrangement

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Abstract

Reactions of 1,4,5-trisubstituted 3-hydroxy-3-pyrrolin-2-ones with diphenyldiazomethane yield the O-alkylation products. Thermolysis of 1,5-diaryl-4-heteroyl-3-hydroxy-3-pyrrolin-2-ones is accompanied with suprafacial [1,5]-sigmatropic rearrangement.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990, Russia

    V. L. Gein & V. S. Platonov

  2. Perm State Medical Academy, Perm, Russia

    L. F. Gein

Authors
  1. V. L. Gein
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  2. L. F. Gein
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  3. V. S. Platonov
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Correspondence to V. L. Gein.

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Original Russian Text © V.L. Gein, L.F. Gein, V.S. Platonov, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 8, pp. 1311–1315.

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Gein, V.L., Gein, L.F. & Platonov, V.S. Synthesis of 4-substituted 1,5-diaryl-3-diphenylmethoxy-3-pyrrolin-2-ones and their [1,5]-sigmatropic rearrangement. Russ J Gen Chem 84, 1535–1538 (2014). https://doi.org/10.1134/S1070363214080167

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  • DOI: https://doi.org/10.1134/S1070363214080167

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