A facile synthesis of annulated azolo[c][1,2,4]thiadiazine S,S-dioxides

被引:3
|
作者
Cherepakha, Artem [1 ]
Kovtunenko, Vladimir O. [1 ]
Tolmachev, Andrey [2 ]
机构
[1] Natl Tarns Shevchenko Univ, ChemBioCtr, UA-01033 Kiev, Ukraine
[2] Enamine Ltd, UA-01103 Kiev, Ukraine
关键词
Azolo[c][1,2,4]benzothiadiazine S,S-dioxides; Sulfonyl chlorides; 3-Aminoazoles; Copper(I) iodide; (1,2,4)-BENZOTHIADIAZIN-5,5-DIOXIDS; DERIVATE; SYSTEMS;
D O I
10.1016/j.tetlet.2012.12.040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Condensations of o-halo-substituted benzenesulfonyl chlorides with 3-aminoazoles give the corresponding azolo[c][1,2,4]benzothiadiazine S,S-dioxides. o-Fluorobenzenesulfonyl chlorides and o-bromobenzene sulfonyl chlorides bearing a nitro group are reactive enough to give the desired azolo[c][1,2,4]-benzothiadiazine S,S-dioxides in a one-pot, base-promoted reaction. In all other cases, open-chain sulfonylated 3-aminoazole intermediates are isolated. The latter are converted into the title compounds upon addition of a copper(I) catalyst. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:986 / 988
页数:3
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