Reactions of N-(2,2-dichloro-2-phenylethylidene)arenesulfonamicles with aromatic and heterocyclic compounds
Benzene, toluene, and 2-chlorothiophene regioselectively react with N-(2,2-dichloro-2-phenylethylidene)arenesulfonamides in the presence of oleum to give N-[1-aryl(or hetaryl)-2,2-dichloro-2-phenylethyl]arenesulfonamides. Analogous C-amidoalkylation products are formed by the action of N-(2,2-dichloro-1-hydroxy-2-phenylethyl)- and N-(1-arylsulfonylamino-2,2-dichloro-2-phenylethyl)arenesulfonamides on toluene and 2-chlorothiophene in concentrated sulfuric acid.
Synthesis of N-(2-benzene-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide and N-(2-benzene-2,2-dichloroethylidene)-4-methylbenzenesulfonamide
In reaction of N,N-dichloro-4-chlorobenzene-and N,N-dichloro-4-methylbenzenesulfonamides with phenylacetylene were obtained in good yield N-(2-benzene-2,2-dichloroethylidene)arenesulfonamides. The latter undergo nucleophilic addition of water, ethanol, an
Drozdova,Mirskova
p. 284 - 287
(2007/10/03)
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