Coupling reactions of aryl bromides with 1-alkynols catalysed by a tetraphosphine/palladium catalyst

被引:29
作者
Feuerstein, M [1 ]
Doucet, H [1 ]
Santelli, M [1 ]
机构
[1] Fac Sci & Tech St Jerome, CNRS, Synth Organ Lab, F-13397 Marseille 20, France
关键词
palladium; catalysis; Sonogashira reaction; alkynol; aryl bromide;
D O I
10.1016/j.tetlet.2003.12.128
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
cis. cis, cis-1, 2, 3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C3H5)](2) system catalyses efficiently the coupling reactions of aryl halides with a variety of alkynols such as propargy] alcohol, but-1-yn-4-ol, pent-1-yn-5-ol or hex-1-yn-6-ol. The catalyst can be used at lowloading. Higher reaction rates were observed in the presence of but-1-yn-4-ol, pent-1-yn-5-ol or hex-1-yn-6-ol than with propargy] alcohol. The protection of the alcohol functions as an ether or a silyloxy group led generally to similar or better results than the reactions performed with the unprotected alcohols. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1603 / 1606
页数:4
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