113791-97-2Relevant academic research and scientific papers
SYNTHESIS, STRUCTURE, AND REACTIVITY OF N-(2,2-DICHLOROETHYLIDENE)ARENESULFONAMIDES FROM 1,2-DICHLOROETHYLENE AND N,N-DICHLOROARENESULFONAMIDES
Drozdova, T. I.,Mirskova, A. N.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
, p. 1508 - 1512 (2007/10/02)
The properties and reactivity of N-(2,2-dichloroethylidene)arenesulfonamides CHCl2CH=NSO2Ar, obtained from N,N-dichloroarenesulfoamides and 1,2-dichloroethylene, were studied.It was shown that the arylsulfonylimines of dichloroacetaldehyde are highly active in the nucleophilic addition of alcohols and amides at the azomethine bond.Intramolecular heterocyclization of the product from the addition of β-chloroethanol to 2,2-dichloroethylidenebenzenesulfonamide by the action of alkali leads to N-phenylsulfonyl-1-dichloromethyl-1,3-oxazolidine.The high electrophilicity of the azomethine bond of the imines ArSO2N=CHCHCl2 made it possible to realize the stereospecific C-amidoalkylation of aromatic compounds (furan, thiophene, anisole).
N,N-DICHLOROARENESULFONAMIDES IN REACTION WITH 1,2-DICHLOROETHYLENE
Mirskova, A. N.,Drozdova, T. I.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
, p. 1129 - 1135 (2007/10/02)
The reaction of N,N-dichloroarenesulfonamides with cis- and trans-1,2-dichloroethylene under the conditions of free-radical initiation lead to the formation of the N-arylsulfonylimines of dichloroacetaldehyde and the products from their further transformation, i.e., 2,2-dichloro-1,1-di(arylsulfonylamino)ethanes.The arylsulfonylimines of chloral, arenesulfonamides, trichloroethylene, and the products from chlorination of 1,2-dichloroethylene are formed as side products.
