114751-96-1Relevant academic research and scientific papers
1,1-Bis(arylsulfonamido)-2,2-dichloroethanes and N-(1-hydroxy-2,2-dichloroethyl)arenesulfonamides in reactions of C-amidoalkylation of aromatic compounds
Rozentsveig,Evstaf'eva,Levkovskaya,Mirskova,Albanov
, p. 813 - 815 (2007/10/03)
A mixture of 1,1-bis(arylsulfonamido)-2,2-dichloroethanes and N-(1-hydroxy-2,2-dichloroethyl)-arenesulfonamides formed in reaction of 1.2-dichloroethylene and N,N-dichloroarenesulfonamides in the presence of water can be used without separation for 1-arylsulfonamido-2,2-dichloroethylation of benzene, toluene, and anisole.
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).
