Palladium-tetraphosphine complex catalysed Heck reaction of vinyl bromides with alkenes: A powerful access to conjugated dienes

被引：42

作者：

Lemhadri, Mhamed ^{[2
]}

Battace, Ahmed ^{[2
]}

Berthiol, Florian ^{[2
]}

Zair, Touriya ^{[3
]}

Doucet, Henri ^{[1
]}

Santelli, Maurice ^{[2
]}

机构：

[1] Univ Rennes Catalyse & Organomet, Inst Sci Chim Rennes, UMR 6226, CNRS, F-35042 Rennes, France

[2] Univ Aix Marseille 3, Lab Syst Organ, Fac Sci St Jerome, CNRS,UMR 6180, F-13397 Marseille 20, France

[3] Univ Moulay Ismail, Lab Chim Organ Appl, Fac Sci, Meknes 50000, Morocco

来源：

SYNTHESIS-STUTTGART | 2008年 / 07期

关键词：

catalysis; palladium; tetraphosphine; alkenes; vinyl bromides;

D O I：

10.1055/s-2008-1032124

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(eta(3)-C3H5)Cl](2)/ cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl]cyclopen- tane (Tedicyp) as the catalyst precursor. Both alpha- and beta-substituted vinyl bromides undergo the Heck reaction with nonfunctionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised alkenes such as dec-1-ene, leading stereoselectively, in most cases, to the corresponding E- or E,E-1,3-dienes in good yields. Furthermore, this catalyst can be used at low loading for several reactions.

引用

页码：1142 / 1152

页数：11

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