Phosphine-free Sonogashira coupling: reactions of aryl halides catalysed by palladium(II) complexes of azetidine-derived polyamines under mild conditions

被引:26
|
作者
Lee, Dong-Hwan [2 ]
Lee, Young Hoon [3 ]
Harrowfield, Jack M. [4 ]
Lee, Ik-Mo [2 ]
Lee, Hong In [3 ]
Lim, Woo Taik [5 ]
Kim, Yang [1 ]
Jin, Myung-Jong [2 ]
机构
[1] Kosin Univ, Dept Chem & Adv Mat, Pusan, South Korea
[2] Inha Univ, Dept Chem & Chem Engn, Inchon 402751, South Korea
[3] Kyungpook Natl Univ, Dept Chem, Taegu 702701, South Korea
[4] Univ Strasbourg, Inst Sci & Ingn Supramol, F-67083 Strasbourg, France
[5] Andong Natl Univ, Dept Appl Chem, Andong 760749, Kyoungpook, South Korea
关键词
Sonogashira coupling; Pd complexes; Pyridylazetidines; Non-phosphine catalysis; N-HETEROCYCLIC CARBENES; EFFICIENT CATALYSTS; OXIME PALLADACYCLES; VERSATILE CATALYST; TERMINAL ALKYNES; SUZUKI-MIYAURA; COPPER-FREE; CHLORIDES; LIGANDS; BROMIDES;
D O I
10.1016/j.tet.2008.12.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Readily synthesised, water-stable pyridylazetidine-based Pd(II) complexes have been studied as catalysts for the Sonogashira coupling reaction. Under low catalyst loadings, various aryl bromides and chlorides were efficiently coupled with phenylacetylene at only moderately elevated temperatures (50-70 degrees C) and, in some cases, even at room temperature. Not only was the catalysis efficient under mild conditions but it was also operative in aerated, partly aqueous and phosphine-free media. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1630 / 1634
页数:5
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