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Synthesis of Oxirane Derivatives of 1H-Pyrrole-2,3-diones

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Abstract

1,3-Dipolar cycloaddition of diphenyldiazomethane to substituted 1H-pyrrole-2,3-diones followed by the loss of a nitrogen molecule leads to the formation of spiro[pyrrole-3,2'-oxiran]-2-ones (4-oxo-2,2,6-triphenyl-1-oxa-5-azaspiro[2.4]hept-6-enes), which are of interest for medical chemistry. The reaction proceeds under mild conditions with a good yield in the absence of catalysts and additives and does not require column chromatography to isolate the products.

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Funding

The work was financially supported by the Russian Science Foundation (project no. 19-13-00290).

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Authors and Affiliations

  1. Perm State University, 614990, Perm, Russia

    A. A. Moroz, V. E. Zhulanov, M. V. Dmitriev & A. N. Maslivets

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  1. A. A. Moroz
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  2. V. E. Zhulanov
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  3. M. V. Dmitriev
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  4. A. N. Maslivets
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Correspondence to A. N. Maslivets.

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Moroz, A.A., Zhulanov, V.E., Dmitriev, M.V. et al. Synthesis of Oxirane Derivatives of 1H-Pyrrole-2,3-diones. Russ J Org Chem 56, 193–196 (2020). https://doi.org/10.1134/S1070428020020025

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  • DOI: https://doi.org/10.1134/S1070428020020025

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