学术探索
学术期刊
新闻热点
数据分析
智能评审

Synthetic applications of oxime-derived palladacycles as versatile catalysts in cross-coupling reactions

被引：63
作者：
Alonso, DA
Botella, L
Nájera, C
Pacheco, C
机构：
[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain
[2] Univ Alicante, ISO, E-03080 Alicante, Spain
来源：
SYNTHESIS-STUTTGART | 2004年 / 10期
关键词：
cross-coupling; palladacycles; Heck reaction; biaryls; alkynes;
D O I：
10.1055/s-2004-815992
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladacycles 1 and 2, derived from 4,4'-dichlorobenzophenone and 4-hydroxyacetophenone oximes, respectively, are very efficient and versatile pre-catalysts for a wide range of carbon-carbon bond coupling reactions such as, Mizoroki-Heck, Suzuki-Miyaura, Stille, Ullmann-type, Sonogashira, sila-Sonogashira, Glaser and acylation of alkynes under very low loading conditions in air and either in organic or aqueous solvents, employing reagent-grade chemicals. High yielding, general, and practical procedures for the palladium-catalyzed Mizoroki-Heck, Suzuki-Miyaura, Ullmann-type, Sonogashira and sila-Sonogashira reactions are described.
引用
收藏
页码：1713 / 1718
页数：6
相关论文
共 51 条
[1]   Oxime palladacycles:: Stable and efficient catalysts for carbon-carbon coupling reactions [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
ORGANIC LETTERS, 2000, 2 (13) :1823-1826
[2]   Highly active oxime-derived palladacycle complexes for Suzuki-Miyaura and Ullmann-type coupling reactions [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16) :5588-5594
[3]   C(sp2)-C(sp) and C(sp)-C(sp) coupling reactions catalyzed by oxime-derived palladacycles [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) :1146-1158
[4]   A copper- and amine-free Sonogashira-type coupling procedure catalyzed by oxime palladacycles [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
TETRAHEDRON LETTERS, 2002, 43 (51) :9365-9368
[5]  
Alonso DA, 2002, ADV SYNTH CATAL, V344, P172, DOI 10.1002/1615-4169(200202)344:2<172::AID-ADSC172>3.0.CO
[6]  
2-9
[7]  
ALONSO DA, 2004, J ORG CHEM, DOI DOI 10.1021/JO035761PLUS
[8]   An oxime-carbapalladacycle complex covalently anchored to silica as an active and reusable heterogeneous catalyst for Suzuki cross-coupling in water [J].
Baleizao, C ;
Corma, A ;
García, H ;
Leyva, A .
CHEMICAL COMMUNICATIONS, 2003, (05) :606-607
[9]   Palladacyclic catalysts in C-C and C-heteroatom bond-forming reactions [J].
Bedford, RB .
CHEMICAL COMMUNICATIONS, 2003, (15) :1787-1796
[10]   The Suzuki coupling of aryl chlorides in TBAB-water mixtures [J].
Bedford, RB ;
Blake, ME ;
Butts, CP ;
Holder, D .
CHEMICAL COMMUNICATIONS, 2003, (04) :466-467
123456