Reactions of N-(2,2-dichloro-2-phenylethylidene)arenesulfonamides with aromatic and heterocyclic compounds

被引:10
作者
Rozentsveig, GN [1 ]
Rozentsveig, IB [1 ]
Levkovskaya, GG [1 ]
Evstaf'eva, IT [1 ]
Mirskova, AN [1 ]
机构
[1] Russian Acad Sci, Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia
关键词
Benzene; Organic Chemistry; Toluene; Sulfuric Acid; Heterocyclic Compound;
D O I
10.1023/A:1013135722293
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1297 / 1301
页数:5
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共 40 条
[21]   Synthesis of Heterocyclic Compounds Containing Perfluoroalkyl Groups. Reactions of Perfluoro(2-methyl-2-pentene) and Perfluoro(5-aza-4-nonene) with N,S-Dinucleophiles [J].
G. G. Furin ;
E. L. Zhuzhgov .
Russian Journal of Organic Chemistry, 2005, 41 :434-439
[22]   Synthesis of heterocyclic compounds containing perfluoroalkyl groups. Reactions of perfluoro(2-methyl-2-pentene) and perfluoro(5-aza-4-nonene) with N,S-dinucleophiles [J].
Furin, GG ;
Zhuzhgov, EL .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 41 (03) :434-439
[23]   Reactions of aroxy- and arylsulfanylacetic acids and their esters with N-(2,2,2-trichloro-1-hydroxyethyl)sulfonamides and -carboxamides [J].
Rudyakova, EV ;
Levkovskaya, GG ;
Rozentsveig, IB ;
Mirskova, AN ;
Albanov, AI .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 39 (12) :1753-1759
[24]   Reactions of Aroxy- and Arylsulfanylacetic Acids and Their Esters with N-(2,2,2-Trichloro-1-hydroxyethyl)sulfonamides and -carboxamides [J].
E. V. Rudyakova ;
G. G. Levkovskaya ;
I. B. Rozentsveig ;
A. N. Mirskova ;
A. I. Albanov .
Russian Journal of Organic Chemistry, 2003, 39 :1753-1759
[25]   Reactions of Diethyl Dibromomalonate and Ethyl 2,2-Dichloroacetoacetate with Water and Carbonyl Compounds (Aldehydes and Ketones) in the Presence of Pentacarbonyliron [J].
A. B. Terent'ev ;
T. T. Vasil'eva ;
N. E. Mysova ;
O. V. Chakhovskaya .
Russian Journal of Organic Chemistry, 2004, 40 :924-927
[26]   Selective nitration of aromatic compounds catalyzed by Hβ zeolite using N2O5 [J].
Ma, Xiao Ming ;
Li, Bin Dong ;
Chen, Lei ;
Lu, Ming ;
Lv, Chun Xu .
CHINESE CHEMICAL LETTERS, 2012, 23 (07) :809-812
[27]   Reactions of 2,3-Dichloro- and 2,3,5-Trichloro-4,4-ethylenedioxy-2-cyclopentenones with Some O-, S-, and N-Nucleophiles [J].
R. R. Akhmetvaleev ;
G. A. Shavaleeva ;
N. A. Ivanova ;
M. S. Miftakhov .
Russian Journal of Organic Chemistry, 2003, 39 :1493-1496
[28]   Reactions of 2,3-dichloro- and 2,3,5-trichloro-4,4-ethylenedioxy-2-cyclopentenones with some O-, S-, and N-nucleophiles [J].
Akhmetvaleev, RR ;
Shavaleeva, GA ;
Ivanova, NA ;
Miftakhov, MS .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 39 (10) :1493-1496
[29]   Reactions of N- and C-Alkenylanilines: III. Synthesis and Cyclization of Substituted 2-(1-Methyl-2-butenyl)anilines [J].
R. R. Gataullin ;
F. F. Minnigulov ;
A. A. Fatykhov ;
L. V. Spirikhin ;
I. B. Abdrakhmanov .
Russian Journal of Organic Chemistry, 2002, 38 :31-37
[30]   Heterocyclization of functionalized heterocumulenes with C,N- and C,O-binucleophiles: IV. Reactions of 1-chloroalkylheterocumulenes and N-(1-chloroalkylidene)carbamates with 2-benzimidazolylacetonitriles and methyl 2-benzimidazolylacetates [J].
M. V. Vovk ;
P. S. Lebed’ ;
V. V. Pirozhenko ;
I. F. Tsymbal .
Russian Journal of Organic Chemistry, 2004, 40 :1669-1678