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

A novel synthesis of chloroacetamide derivatives via C-amidoalkylation of aromatics by 2-chloro-N-(2,2,2-trichloro-1-hydroxyethyl)acetamide

“…The organic layer was separated, dried in vacuum and the residue was purified by recrystallization from CHCl 3 . -N-[2,2,2-trichloro-1-(4-methylphenyl) NO (301.00): C,39.90;H,3.01;Cl,47.11;N,4.65%,Found: C,39.85;H,3.05;Cl,47.20;N,4 …”

“…1 is a significant synthetic method for the preparation of various functionalized amide derivatives which are widely used as key reagents in the synthesis of important compounds: aminoaldehydes and aminoketones, 2 aminoacids, 3 amidines, 4 carbamides, 5 indene derivatives, 6 heterocycles, 7 including analogues of natural substances.…”

One-pot regioselective synthesis of new 5-(arylsulfonylamino)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).…”

Unexpected reaction of N,N-dichloroarenesulfonamides with divinyl sulfide: formation of N-[2-chloro- and N-[2,2-dichloro-1-(arylsulfonylamino)ethyl]arenesulfonamides

“…Reaction of N,Ndichlorosulfonamides with alkenes is an efficient method for the synthesis of N-(-chloroalkyl)sulfonamides [9][10][11][12][13] and N-sulfonylpolyhaloaldimines [14][15][16][17][18][19] which were used as key reagents in further preparation of a large range of heterocyclic and open chained functionally substituted sulfonamide derivatives. 10,[14][15][16][17][18][19][24][25][26][27] In elemento-organic chemistry oxidative imination of heteroatomic compounds, and mainly sulfur containing reagents, are of great significance. 1,2,[20][21][22] Divinyl sulfide is an important representative of practically useful sulfur organic compounds.…”

“…29,30 A divinyl sulfide cyclization with thio-or selenourea in the presence of strong acids results in the formation of new heterocycles -dithiazine or thiaselenoazine derivatives. [29][30][31][32] Though divinyl sulfide was widely used in different reactions, [25][26][27][28][29][30][31][32][33][34][35][36][37][38][39] it was never studied in reaction with N,N-dichloroamides. Only oxidative imination and chlorination of 2,2-dichlorovinyl sulfides by N,N-dichlorobenzensulfonamide are known.…”