- Intramolecular hydrogen bonds in the sulfonamide derivatives of oxamide, dithiooxamide, and biuret. FT-IR and DFT study, AIM and NBO analysis
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The hydrogen bonding in [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]biuret 1, [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]oxamide 2, and [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]dithiooxamide 3, the sulfonamide derivatives of biuret 4, oxamide 5, and d
- Shainyan,Chipanina,Aksamentova,Oznobikhina,Rosentsveig,Rosentsveig
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supporting information; experimental part
p. 8551 - 8556
(2010/11/17)
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- C- and N-amidotrichloroethylation of azoles
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1H-Pyrazoles, triazoles, and imidazoles in reaction with ethoxycarbonylimine and arylsulfonylimines of chloral yield addition products, corresponding 1-(1-amidotrichloroethyl)azoles. Derivatives of 1-alkylpyrazoles and pyrazolones react with chloral 4-chl
- Evstafyeva,Bozhenkov,Aizina,Rozenzveig,Ermakova,Levkovskaya,Mirskova
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p. 1178 - 1182
(2007/10/03)
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- Alkylation of phenols with N-(2,2,2-trichloroethylidene)- and N-(2,2,2-trichloroethyl)arenesulfonamides
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N-(2,2,2-Trichloroethylidene)- and N-(2,2,2-trichloroethyl)arenesulfonamides react with phenol, 2-chlorophenol, and 2-methylphenol in the presence of oleum or sulfuric acid to give the corresponding 4-(2,2,2-trichloro-1-arylsulfonylaminoethyl)phenols in g
- Rudyakova,Levkovskaya,Rozentsveig,Mirskova,Albanov
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- C-amidoalkylation of the esters of aroxy- and arylthioacetic acids with trichloroethylidenarenesulfonamides
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Esters of aroxyacetic and arylthioacetic acids react with chloral arenesulfonylimines in the presence of oleum affording in good yields the products of C-arenesulfonylamidoalkylation of the aromatic ring in 4 position.
- Levkovskaya,Krivonos,Rozentsveig,Mirskova,Albanov
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p. 240 - 244
(2007/10/03)
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- Arylsulfonylaminoalkylation of indoles
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Indole and its C- and N-methyl derivatives react with N-(2,2,2-trichloroethylidene)arenesulfonamides, yielding 3-(2,2,2-trichloro-1-arylsulfonylaminoethyl)indoles.
- Levkovskaya,Rudyakova,Rozentsveig,Mirskova,Albanov
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p. 1338 - 1340
(2007/10/03)
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- N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES AND N-(2,2,2-TRICHLOROETHYLIDENE)ETHOXYFORMAMIDES IN REACTIONS WITH AMINES
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The reaction of highly electrophilic N-(2,2,2-trichloroethylidene)arenesulfonamides with primary alkylamines and arylalkylamines leads to the formation of the addition products N-arenesulfonamides.These compounds are unstable, and this is due to the presence of the three electronegative substituents at the methine carbon atom.More basic dialkylamines lead to haloform decomposition of the N-(2,2,2-trichloroethylidene)arenesulfonamides and give high yields of dialkylarenesulfonylformamidines.At the same time dialkylamines add to N-(2,2,2-trichloroethylidene)etoxyformamide, forming N-ethoxyformamide.In reaction with trichloroethylideneethoxyformamide dimethylethanolamine forms the O-amidoalkylation product, i.e., N-ethoxyformamide, but its reaction with N-(2,2,2-trichloroethylidene)arenesulfonamide gives rise to its haloform decomposition with the formation of the corresponding arenesulfonamide.
- Mirskova, A. N.,Levkovskaya, G. G.,Bryuzgin, A. A.,Drozdova, T. I.,Kalikhman, I. D.,Voronkov, M. G.
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p. 119 - 125
(2007/10/02)
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- N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES FROM N,N-DICHLOROARENESULFONAMIDES AND TRICHLOROETHYLENE IN REACTIONS WITH BIFUNCTIONAL COMPOUNDS
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The reaction of highly electrophilic N-(2,2,2-trichloroethylidene)arenesulfonamides with bifunctional nucleophiles (mercaptoethanol, ethylene glycol, monoethanolamine, and mercaptoethylamine hydrochloride) was studied.In the reactions with mercaptoethanol
- Bryuzgin, A.A.,Levkovskaya, G.G.,Mirskova, A.N.,Kalikhman, I.D.
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p. 1120 - 1124
(2007/10/02)
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- N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES IN THE C-AMIDOALKYLATION OF PYRROLES
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The C-amidoalkylation of pyrrole and its derivatives by N-(2,2,2-trichloroethylidene)arenesulfonamides takes place regiospecifically at position 2 of the pyrrole ring with the formation of N-arenesulfonamides.
- Mirskova, A. N.,Drozdova, T. I.,Levkovskaya, G. G.,Kukharev, B. F.,Kalikhman, I. D.,Voronkov, M. G.
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p. 1179 - 1181
(2007/10/02)
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- N,N-DICHLOROARENESULFONAMIDES IN REACTION WITH 1,2-DICHLOROETHYLENE
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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.
- Mirskova, A. N.,Drozdova, T. I.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
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p. 1129 - 1135
(2007/10/02)
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- TRICHLOROETHYLIDENEARENESULFONAMIDES IN REACTION WITH FURAN AND ITS DERIVATIVES
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Trichloroethylidenearenesulfonamides enter into reaction with furan and 2-methylfuran without a catalyst, forming the previously unknown N-ethyl- and N-ethylarenesulfonamides; the reaction does not go with 2-
- Levkovskaya, G. G.,Evstaf'eva, I. T.,Mirskova, A. N.,Zhuravlev, S. N.,Kul'nevich, V. G.
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p. 1762 - 1765
(2007/10/02)
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- CHLORAL ARYLSULFONYLIMINES FROM N,N-DICHLOROARENESULFONAMIDES AND TRICHLOROETHYLENE IN REACTION WITH BENZALDEHYDE AZINE
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1,3,5,7-Tetraazabicyclooctanes are formed in the reaction of chloral arylsulfonylimines with benzaldehyde azine in absolute benzene with heat.
- Mirskova, A. N.,Levkovskaya, G. G.,Bryuzgin, A. A.,Kalikhman, I. D.,Voronkov, M. G.
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p. 1951 - 1952
(2007/10/02)
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- REACTION OF TRICHLOROETHYLENE WITH N,N-DICHLOROARENESULFONAMIDES IN THE PRESENCE OF LEWIS ACIDS
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The reaction of N,N-dichloroarenesulfonamides with trichloroethylene in the presence of ionic catalyst (SnCl4 and AlCl3) leads to N-(2,2,2-trichloroethyliden)-arenesulfonamides and the products of the subsequent conversion, namely, N-(2,2,2-trichloro-1-arenesulfonamidoethyl)arenesulfonamides and N-(2,2,2-trichloro-1-hydroxyethyl)arenesulfonamides.
- Mirskova, A. N.,Drozdova, T.I.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
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p. 681 - 685
(2007/10/02)
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- ARENESULFONAMIDOALKYLATION OF AROMATIC COMPOUNDS
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N-(2,2,2-Trichloroethylidene)arenesulfonamides react with N,N-dimethylaniline, anisole, and thioanisole, in the presence of boron trifluoride etherate when heated to form the products from arenesulfonamidoalkylation of the aromatic ring, i.e., 4-2,2,2-tr
- Gogoberidze, I. T.,Levkovskaya, G. G.,Mirskova, A. N.,Kalikhman, I. D.,Bannikova, O. B.,Voronokov, M. G.
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p. 573 - 575
(2007/10/02)
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- SINGLE-STAGE SYNTHESIS OF N-ARYLSULFONYL-SUBSTITUTED 1,2,3,6-TETRAHYDROPYRIDINES AND 2-AZABICYCLOHEPT-5-ENES
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The reaction of trichloroethylidenearenesulfonamides with the formula CCl3CH=NSO2C6H4X (X=H, Cl, CH3), obtained in a single stage from trichloroethylene and N,N-dichloroarenesulfonamides, with piperylene and isoprene leads to N-arylsulfonyl-2-trichloromet
- Mirskova, A. N.,Gogoberidze, I. T.,Levkovskaya, G. G.,Kalikhman, I. D.,Bannikova, O. B.,et al.
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p. 1547 - 1550
(2007/10/02)
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