Heck reaction of aryl halides with linear or cyclic alkenes catalysed by a tetraphosphine/palladium catalyst

被引:52
作者
Berthiol, F [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
D O I
10.1016/S0040-4039(02)02788-0
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 Heck reaction of aryl halides with linear alkenes such as pent-1-ene, oct-1-ene or dec-1-ene. Selectivities up to 70% in favour of E-1-arylalk-1-ene isomers can be obtained. In the presence of cyclic alkenes the selectivities of the reactions strongly depends on the ring size. Addition to cyclohexene or cycloheptene led mainly to 1-arylcycloalk-3-ene derivatives. On the other hand, addition to cyclooctene led to 1-arylcycloalk-1-ene adducts. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1221 / 1225
页数:5
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