Frozen aryldiazonium chlorides in radical reactions with alkenes and arenes

被引:5
|
作者
Thon, Daniel [1 ]
Fuerst, Michael C. D. [1 ]
Altmann, Lisa-Marie [1 ]
Heinrich, Markus R. [1 ]
机构
[1] Friedrich Alexander Univ Erlangen Nurnberg, Dept Chem & Pharm, Pharmaceut Chem, Nikolaus Fiebiger Str 10, D-91058 Erlangen, Germany
关键词
Diazonium; Radical reaction; Carboamination; Carbohydroxylation; Biaryl; DIAZONIUM SALTS; ARYL DIAZONIUM; METAL-FREE; ARYLATION; CHEMISTRY; HETEROARENES; CATALYSIS; VERSATILE; ELECTRON; ANILINES;
D O I
10.1016/j.tet.2018.05.089
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Frozen aryldiazonium chlorides have been investigated in radical alkene and arene functionalizations. Through freezing at - 84 degrees C, aryldiazonium chlorides, which otherwise show significant decomposition in aqueous solution after several hours at room temperature, can be stored for at least 20 days. In addition, the slow melting of aryldiazonium-containing ice cubes can serve as an alternative to syringe pumps that are commonly used if a controlled addition of the diazonium salt to the reaction mixture is required. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5289 / 5294
页数:6
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