Catalytic efficiency of a new tridentate ferrocenyl phosphine auxiliary:: Sonogashira cross-coupling reactions of alkynes with aryl bromides and chlorides at low catalyst loadings of 10-1 to 10-4 Mol %

被引:111
作者
Hierso, JC
Fihri, A
Amardeil, R
Meunier, P
Doucet, H
Santelli, M
Ivanov, VV
机构
[1] Univ Bourgogne, CNRS, UMR 5188, Lab Synth & Electrosynthese Organomet, F-21078 Dijon, France
[2] Univ Aix Mainseille, Fac Sci St Jerome, CNRS, Synth Organ Lab, F-13397 Marseille, France
[3] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev, Ukraine
关键词
D O I
10.1021/ol048870z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic activity in Sonogashira cross-coupling reactions of alkynes with a variety of aryl halides (including chlorides) using a multidentate ferrocenyl phosphine is presented. The novel mixed ferrocenyl aryl/alkyl triphosphine is thermally stable and insensitive to air or moisture, and its robustness allows aryl alkynylation at 10(-1) to 10(-4) mol% catalyst loadings with TONs up to 250000. Copper-free coupling using phenylacetylene is also accessible in good yield.
引用
收藏
页码:3473 / 3476
页数:4
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