Direct halogenation of organic compounds with halides using oxone in water - A green protocol

被引:26
|
作者
Firouzabadi, H. [1 ]
Iranpoor, N. [1 ]
Kazemi, S. [1 ]
机构
[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 71454, Iran
关键词
iodination; bromination; oxone; water; DODECYL-SULFATE SDS; AROMATIC-COMPOUNDS; HYDROGEN-PEROXIDE; MICELLAR-SOLUTION; POTASSIUM-IODIDE; MICHAEL ADDITION; TETRABUTYLAMMONIUM PEROXYDISULFATE; REGIOSELECTIVE OXYIODINATION; COUPLING REACTIONS; IODINATION METHOD;
D O I
10.1139/V09-125
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Direct bromination and iodination of various aromatic compounds with NaBr and Nal using oxone (2KHSO(5)center dot KHSO(4)center dot K(2)SO(4)) in water was accomplished successfully in high-to-excel lent yields. The main benefit of this protocol is the performance of the reactions in water in the presence of a harmless oxidant without the use of any organic co-solvents. Using NaBr and Nal as the safe sources of halogens is another advantage of the protocol. This method is easily applicable to the large-scale operations. We have also applied this method successfully for the iodocyclization of an unsaturated alcohol and an unsaturated carboxylic acid.
引用
收藏
页码:1675 / 1681
页数:7
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