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Reaction of N-Sulfinyltrifluoromethanesulfonamide with Succinyl Chloride

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Abstract

N-Sulfinyltrifluoromethanesulfonamide reacted with succinyl chloride to give 1-(trifluoromethane­sulfonyl)pyrrolidine-2,5-dione in high yield. The product structure was proved by X-ray analysis. The reaction of 1-(trifluoromethanesulfonyl)pyrrolidine-2,5-dione with ethanol under mild conditions involved selective opening of the pyrrole ring at the C–N bond with the formation of (1E)-4-ethoxy-4-oxo-N-(trifluoromethane­sulfonyl)butanimidic acid.

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ACKNOWLEDGMENTS

Structural studies were carried out using the facilities of the Baikal joint analytical center, Siberian Branch, Russian Academy of Sciences.

Funding

This study was financially supported by the Russian Science Foundation (project no. 22-13-00036).

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Authors and Affiliations

  1. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 664033, Irkutsk, Russia

    L. L. Tolstikova, I. V. Sterkhova & B. A. Shainyan

Authors
  1. L. L. Tolstikova
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  2. I. V. Sterkhova
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  3. B. A. Shainyan
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Corresponding author

Correspondence to L. L. Tolstikova.

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The authors declare the absence of conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 3, pp. 411–414 https://doi.org/10.31857/S0514749223030138.

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Tolstikova, L.L., Sterkhova, I.V. & Shainyan, B.A. Reaction of N-Sulfinyltrifluoromethanesulfonamide with Succinyl Chloride. Russ J Org Chem 59, 545–547 (2023). https://doi.org/10.1134/S1070428023030247

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  • DOI: https://doi.org/10.1134/S1070428023030247

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