Microwave-assisted Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions of aryl chlorides and bromides in water using stable benzothiazole-based palladium(II) precatalysts

被引:116
作者
Dawood, Kamal M. [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
D O I
10.1016/j.tet.2007.07.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic activity of benzothiazole-based Pd(II)-complexes was evaluated in Suzuki-Miyaura and Heck-Mizoroki C-C cross-coupling reactions of aryl chlorides and bromides with olefins and arylboronic acids both under thermal as well as microwave irradiation conditions in water. The factors affecting the optimization of such reactions as well as the reusability of the Pd-precatalysts are studied. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9642 / 9651
页数:10
相关论文
共 120 条
[1]   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
[2]  
Alonso DA, 2002, ADV SYNTH CATAL, V344, P172, DOI 10.1002/1615-4169(200202)344:2<172::AID-ADSC172>3.0.CO
[3]  
2-9
[4]   Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 1: The Heck reaction [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
TETRAHEDRON, 2005, 61 (50) :11771-11835
[5]  
[Anonymous], 2004, PHENOLICS FOOD NUTRA
[6]   Oxime carbapalladacycle covalently anchored to high surface area inorganic supports or polymers as heterogeneous green catalysts for the Suzuki reaction in water [J].
Baleizao, C ;
Corma, A ;
García, H ;
Leyva, A .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (02) :439-446
[7]   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
[8]   Orthopalladated phosphinite complexes as high-activity catalysts for the Suzuki reaction [J].
Bedford, RB ;
Hazelwood, SL ;
Horton, PN ;
Hursthouse, MB .
DALTON TRANSACTIONS, 2003, (21) :4164-4174
[9]  
Bedford RB, 2002, ANGEW CHEM INT EDIT, V41, P4120, DOI 10.1002/1521-3773(20021104)41:21<4120::AID-ANIE4120>3.0.CO
[10]  
2-7