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Formation of 2,6-diphenyl-1,4-bis(trifluoromethylsulfonyl)piperazine in the reaction of styrene with trifluoromethylsulfonylnitrene

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Abstract

The reaction of styrene with trifluoromethylsulfonylnitrene generated in the system t-BuOCl-NaI led to the formation of trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonylamino)ethyl]methanesulfonamide CF3SO2NHCH(Ph)CH2NHSO2CF3, 2-iodo-1-phenylethanol, and heterocyclization product, 2,6-diphenyl-1,4-(trifluoromethylsulfonyl)piperazine. The latter is regioisomeric to 2,5-diphenyl-1,4-(trifluoromethylsulfonyl)-piperazine obtained previously by analogous reaction in the system t-BuOCl-NaI · 2 H2O.

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Authors and Affiliations

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

    M. Yu. Moskalik & B. A. Shainyan

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  1. M. Yu. Moskalik
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  2. B. A. Shainyan
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Correspondence to B. A. Shainyan.

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Original Russian Text © M.Yu. Moskalik, B.A. Shainyan, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 4, pp. 565–568.

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Moskalik, M.Y., Shainyan, B.A. Formation of 2,6-diphenyl-1,4-bis(trifluoromethylsulfonyl)piperazine in the reaction of styrene with trifluoromethylsulfonylnitrene. Russ J Org Chem 47, 568–571 (2011). https://doi.org/10.1134/S1070428011040166

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  • DOI: https://doi.org/10.1134/S1070428011040166

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