COPPER BIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATE)-CATALYZED COUPLING OF SODIUM AZIDE WITH ARYL IODIDES/BORONIC ACIDS TO ARYL AZIDES OR ARYL AMINES

被引:13
|
作者
Lanke, Satish R. [1 ]
Bhanage, Bhalchandra M. [1 ]
机构
[1] Inst Chem Technol, Dept Chem, Bombay 400019, Maharashtra, India
关键词
Amines; aryl iodides; azidation; boronic acid; copper; BOND FORMATION; BORONIC ACIDS; AMINATION;
D O I
10.1080/00397911.2013.808349
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This work reports an efficient protocol for the coupling reaction of aryl iodides/boronic acids with sodium azide to aryl azides/amines in the presence of copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate) Cu(TMHD)(2) catalyst. The Cu(TMHD)(2) catalyst is a structurally well-defined, O-containing, air- and moisture-stable, transition-metal complex and works at mild reaction conditions. It was observed that aryl azides can be reduced further to corresponding aniline derivatives using the same catalyst under basic reaction conditions for a prolonged period. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
引用
收藏
页码:399 / 407
页数:9
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