Rapid and amenable Suzuki coupling reaction in water using microwave and conventional heating

被引:219
作者
Leadbeater, NE [1 ]
Marco, M [1 ]
机构
[1] Kings Coll London, Dept Chem, London WC2R 2LS, England
关键词
D O I
10.1021/jo0264022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
It is possible to prepare biaryls in good yield very rapidy (5-10 min) on small (1 mmol) and larger (10-20 mmol) scales from aryl halides and phenylboronic acid using water as a solvent and palladium acetate as catalyst. The reaction can be performed equally well using microwave and conventional heating, showing that using these conditions probably no nonthermal microwave effects are associated with the impressive speed of the reaction.
引用
收藏
页码:888 / 892
页数:5
相关论文
共 39 条
[21]   Microwave-accelerated homogeneous catalysis in organic chemistry [J].
Larhed, M ;
Moberg, C ;
Hallberg, A .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :717-727
[22]   Microwave-promoted palladium-catalyzed coupling reactions [J].
Larhed, M ;
Hallberg, A .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9582-9584
[23]   Rapid microwave-assisted Suzuki coupling on solid-phase [J].
Larhed, M ;
Lindeberg, G ;
Hallberg, A .
TETRAHEDRON LETTERS, 1996, 37 (45) :8219-8222
[24]   Ligand-free palladium catalysis of the Suzuki reaction in water using microwave heating [J].
Leadbeater, NE ;
Marco, M .
ORGANIC LETTERS, 2002, 4 (17) :2973-2976
[25]   Activation of aryl chlorides for Suzuki cross-coupling by ligandless, heterogeneous palladium [J].
LeBlond, CR ;
Andrews, AT ;
Sun, YK ;
Sowa, JR .
ORGANIC LETTERS, 2001, 3 (10) :1555-1557
[26]   Increasing rates of reaction: Microwave-assisted organic synthesis for combinatorial chemistry [J].
Lew, A ;
Krutzik, PO ;
Hart, ME ;
Chamberlin, AR .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2002, 4 (02) :95-105
[27]  
Li C. -J., 1997, ORGANIC REACTIONS AQ
[28]   Microwave assisted organic synthesis -: a review [J].
Lidström, P ;
Tierney, J ;
Wathey, B ;
Westman, J .
TETRAHEDRON, 2001, 57 (45) :9225-9283
[29]   Solvent-free microwave-assisted Beckmann rearrangement of benzaldehyde and 2-hydroxyacetophenone oximes [J].
Loupy, A ;
Régnier, S .
TETRAHEDRON LETTERS, 1999, 40 (34) :6221-6224
[30]   PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].
MIYAURA, N ;
SUZUKI, A .
CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483