(Diacetoxyiodo)benzene-lithium bromide as a convenient electrophilic Br+ source

被引:85
作者
Braddock, DC [1 ]
Cansell, G
Hermitage, SA
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] GlaxoSmithKline Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
electrophilic aromatic substitution; electrophilic addition; bromine; alkenes; hypervalent iodine;
D O I
10.1055/s-2004-815410
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild and versatile procedure for the bromination of olefins and activated arenes by in situ generation of 'Br+' using (diacetoxyiodo)benzene and lithium bromide is presented. The reactions were carried out in open vessels at room temperature and were typically complete in 30 minutes. The brominated products were isolated by column chromatography, which also allowed for the isolation of the iodobenzene by-product for recycle.
引用
收藏
页码:461 / 464
页数:4
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