Amidine derivatives of α-arylglycines from N-(1-aryl-2,2,2-trichloroethyl)amides of arenesulfonic acids and secondary amines

The interaction of N-(1-aryl-2,2,2-trichloroethyl)amides of arenesulfonic acids with secondary amines or their salts in the presence of inorganic bases involves the formation of chloroaziridine intermediates. Depending upon the solvent and reagent ratio, the reaction results in N-[1-dialkylamino-2-c...

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Bibliographic Details
Published in:Tetrahedron letters 2005-12, Vol.46 (51), p.8889-8893
Main Authors: Rozentsveig, Igor B., Levkovskaya, Galina G., Rozentsveig, Gulnur N., Mirskova, Anna N., Krivdin, Leonid B., Larina, Ludmila I., Albanov, Aleksandr I.
Format: Article
Language:English
Subjects:
Amidines
Chloroaziridines
Secondary amines
Sulfonamides
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Summary:The interaction of N-(1-aryl-2,2,2-trichloroethyl)amides of arenesulfonic acids with secondary amines or their salts in the presence of inorganic bases involves the formation of chloroaziridine intermediates. Depending upon the solvent and reagent ratio, the reaction results in N-[1-dialkylamino-2-chloro-2-arylethylidene]-, N-[2-dialkylamino-1-chloro-2-arylethylidene]-, N-[1,2-bis(dialkylamino)-2-arylethylidene]-, and N-(1,2-dioxo-2-arylethene)amides of arenesulfonic acids.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.10.079