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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.

About the authors

V. V. Astakhova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

M. Yu. Moskalik

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

A. S. Ganin

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

B. A. Shainyan

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Author for correspondence.
Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

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