Efficient and selective Stille cross-coupling of benzylic and allylic bromides using bromobis(triphenylphosphine) (N-succinimide)palladium(II)

被引:42
作者
Crawforth, CM [1 ]
Fairlamb, IJS [1 ]
Taylor, RJK [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
D O I
10.1016/j.tetlet.2003.11.014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylic and benzylic bromides are cross-coupled with organostannanes efficiently using the precatalyst [Pd(NCOC2H4CO)(PPh3)(2)Br] 1. Significantly, these reactions do not require the use of hexamethylphosphoramide (HMPA) as the solvent, or additional ligands, such as trifurylphosphine or triphenylarsine. Selectivity for benzyl bromide over bromobenzene is observed for precatalyst 1, against the precatalysts, bromobis(triphenylphosphine)(benzyl)palladium(II) and bis(triphenylphosphine)palladium(II) bromide. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:461 / 465
页数:5
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