β-(Cycloalkylamino)ethanesulfonyl azides as novel water-soluble reagents for the synthesis of diazo compounds and heterocycles

被引：8
|
作者：
Shafran, Yuri M. [1 ]
Silaichev, Pavel S. [1 ,2 ]
Bakulev, Vasiliy A. [1 ,3 ]
机构：
[1] Ural Fed Univ, 19 Mira St, Ekaterinburg 620002, Russia
[2] Perm State Natl Res Univ, 15 Bukireva St, Perm 614990, Russia
[3] Russian Acad Sci, Ural Branch, Postovsky Inst Organ Synth, 22 S Kovalevskoi 20 Akad Skaya St, Ekaterinburg 620990, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2019年 / 55卷 / 12期
基金：
俄罗斯科学基金会;
关键词：
sulfonamides; sulfonyl azides; 1,2,3-thiadiazoles; 1,2,3-triazoles; diazo transfer reaction; Regitz reaction; 1,3-DICARBONYL COMPOUNDS; 2-CYANOTHIOACETAMIDES; IMIDAZOLES; REACTIVITY;
D O I：
10.1007/s10593-019-02609-z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel water-soluble sulfonyl azides were synthesized, which are basic by nature. The obtained compounds were used as donors of the diazo group in the diazo transfer reaction. Due to their good solubility in water and high polarity, the byproducts formed in this case were easily separated from the desired products by washing with water or column chromatography. It was also shown that new sulfonyl azides as a result of reactions can be incorporated in heterocyclic products, imparting them water solubility.
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页码：1251 / 1261
页数：11
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