Environmentally friendly Suzuki aryl-aryl cross-coupling reaction

被引:95
作者
Bai, L
Wang, JX
机构
[1] NW Normal Univ, Inst Chem, Dept Chem, Lanzhou 730070, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
D O I
10.2174/1385272053544407
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Suzuki coupling is probably the most versatile approach among the cross-coupling reactions and the reaction has long been the subject of intensive work in the area of transition-metal chemistry. From both scientific and environmental points of view, various modifications have recently been developed that the Suzuki reactions involve catalysts, substrates, reaction media, reaction conditions and synthetic techniques. This review will focus on describing both the seminal early work and the exciting recent development in the area of the environmentally friendly Suzuki arylaryl coupling reaction. Transformations that will be covered include the use of green media such as water, ethanol, poly(ethylene glycol), supercritical carbon dioxide, ionic liquids and solvent-free etc.; the design of recoverable and reusable polymer-supported catalysts and entrapment or intercalation of metal species; and the development of synthetic methodology involving ultrasound irradiation and microwave heating technique.
引用
收藏
页码:535 / 553
页数:19
相关论文
共 134 条
[71]   Suzuki reaction takes a "naked hot bath": Coupling in high-temperature water without transition metals [J].
Li, CJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (40) :4856-4858
[72]   Suzuki cross-coupling reactions catalyzed by palladium nanoparticles in aqueous solution [J].
Li, Y ;
Hong, XM ;
Collard, DM ;
El-Sayed, MA .
ORGANIC LETTERS, 2000, 2 (15) :2385-2388
[73]   Polystyrene-supported recyclable palladacycle catalyst for Heck, Suzuki and Sonogashira reactions [J].
Lin, CA ;
Luo, FT .
TETRAHEDRON LETTERS, 2003, 44 (41) :7565-7568
[74]  
Littke AF, 2002, ANGEW CHEM INT EDIT, V41, P4176, DOI 10.1002/1521-3773(20021115)41:22<4176::AID-ANIE4176>3.0.CO
[75]  
2-U
[76]   Synthesis and catalytic activity of a poly(N,N-dialkylcarbodiimide)/palladium nanoparticle composite:: a case in the Suzuki coupling reaction using microwave and conventional heating [J].
Liu, YB ;
Khemtong, C ;
Hu, J .
CHEMICAL COMMUNICATIONS, 2004, (04) :398-399
[77]  
Loupy A., 2002, MICROWAVES ORGANIC S
[78]   Palladium-dodecanethiolate nanoparticles as stable and recyclable catalysts for the Suzuki-Miyaura reaction of aryl halides under ambient conditions [J].
Lu, F ;
Ruiz, J ;
Astruc, D .
TETRAHEDRON LETTERS, 2004, 45 (51) :9443-9445
[79]   Microwave-assisted synthesis of aminopyrimidines [J].
Luo, GL ;
Chen, L ;
Poindexter, GS .
TETRAHEDRON LETTERS, 2002, 43 (33) :5739-5742
[80]   N-donor complexes of palladium as catalysts for Suzuki cross-coupling reactions in ionic liquids [J].
Mathews, CJ ;
Smith, PJ ;
Welton, T .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 214 (01) :27-32