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

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 o...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2018-06, Vol.54 (6), p.855-860
Main Authors: Astakhova, V. V., Moskalik, M. Yu, Ganin, A. S., Shainyan, B. A.
Format: Article
Language:English
Subjects:
Amides
Benzamide
Chemistry
Chemistry and Materials Science
Halogenation
Organic Chemistry
Oxidation
Substrates
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Summary: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.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428018060052