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One-pot regioselective synthesis of new 5-(arylsulfonylamino)imidazo[2,1-b]thiazoles

“…[8][9][10][11][12] In the present work we have studied the reaction of imine 1 with a range of 2-amino-4,5-diarylthiazoles to elaborate a method for the synthesis of sulfonylamino-substituted imidazo [2,1-b]thiazoles.…”

“…[1][2][3][4][5][6][7][8][9][10][11][12] Moreover, besides the carbon atom of azomethine group,-haloimines contain another electrophilic reactive site, namely the carbon atom of the polyhalomethyl group. Thus, these compounds are promising dielectrophiles that can be used as key reagents in the preparation of amidines, 7 biologically active amino acids, 9 and heterocycles. 8,[10][11][12] N-Sulfonyl-substituted phenyldichloroacetaldimines of the type 1 are key representatives of activated electrophilic imines, that are available through previously developed methods based on free-radical reaction of N,N-dichlorosulfonamides with phenylacetylene (Scheme 1).…”

“…Imine 1 reacts with nucleophiles on the carbon atom of the activated azomethine groups, 1,[8][9][10][11] and also can act as a dielectrophile, successively involving the azomethine moiety and polyhalomethyl fragment in the process.…”

Synthesis of N-Arylsulfonyl-α-thienylglycines from N-(2,2,2-Trichloro-1-thienylethyl)arenesulfonamides

“…The products of these reactions, 1-arylsulfonylamino-2,2,2-trichloroethylsubstituted arenes, undergo alkaline hydrolysis to afford N-arylsulfonyl(aryl)glycines [4,5]. N-Arylsulfonyl-(3-indolyl)-glycines were also synthesized in this way [5].…”

“…The products of these reactions, 1-arylsulfonylamino-2,2,2-trichloroethylsubstituted arenes, undergo alkaline hydrolysis to afford N-arylsulfonyl(aryl)glycines [4,5]. N-Arylsulfonyl-(3-indolyl)-glycines were also synthesized in this way [5]. In continuation of our systematic studies on the amidoalkyl-ating ability of N-(2,2,2-trichloroethylidene)-and N-(2,2,2-trichloro-1-hydroxyethyl)arenesulfonamides with a view to develop synthetic approaches to N-substituted heterylglycines, in the present work we examined conditions of synthesis of N-(2,2,2-trichloro-1-thienylethyl)arenesulfonamides and their alkaline hydrolysis.…”