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Reactions of N-Allyl- and N,N-Diallyltrifluoromethanesulfonamides with Carboxylic Acid Amides under Oxidizing Conditions

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Abstract

Reactions of acetamide and benzamide with N-allyltrifluoromethanesulfonamide in the presence of t-BuOCl–NaI afforded exclusively 2,5-bis(chloromethyl)-1,4-bis(trifluoromethanesulfonyl)piperazine. Analogous reaction with N,N-diallyltrifluoromethanesulfonamide gave mixed halogenation product at only one C=C double bond of the substrate.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    V. V. Astakhova, M. Yu. Moskalik, A. S. Ganin & B. A. Shainyan

Authors
  1. V. V. Astakhova
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  2. M. Yu. Moskalik
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  3. A. S. Ganin
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  4. B. A. Shainyan
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Corresponding author

Correspondence to B. A. Shainyan.

Additional information

Original Russian Text © V.V. Astakhova, M.Yu. Moskalik, A.S. Ganin, B.A. Shainyan, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 6, pp. 855–859.

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Astakhova, V.V., Moskalik, M.Y., Ganin, A.S. et al. Reactions of N-Allyl- and N,N-Diallyltrifluoromethanesulfonamides with Carboxylic Acid Amides under Oxidizing Conditions. Russ J Org Chem 54, 855–860 (2018). https://doi.org/10.1134/S1070428018060052

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  • DOI: https://doi.org/10.1134/S1070428018060052

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