A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines

被引:135
作者
Krasnokutskaya, Elena A. [1 ]
Semenischeva, Nadya I.
Filimonov, Victor D.
Knochel, Paul
机构
[1] Tomsk State Univ, Dept Organ Chem, Tomsk 634050, Russia
[2] Univ Munich, Dept Chem, D-81377 Munich, Germany
来源
SYNTHESIS-STUTTGART | 2007年 / 01期
关键词
aromatic iodides; aromatic amines; diazotization; potassium iodide; sodium nitrite;
D O I
10.1055/s-2006-958936
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield.
引用
收藏
页码:81 / 84
页数:4
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