An aerobic ligandless palladium acetate catalysed Suzuki-Miyaura cross-coupling reaction in an aqueous solvent

被引:11
作者
Li, Chen [1 ,2 ]
Li, Xiao-Qiang [1 ]
Zhang, Chi [1 ]
机构
[1] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[2] CNOOC, Key Lab Catalyt Technol, Tianjin Chem Res & Design Inst, Tianjin, Peoples R China
来源
JOURNAL OF CHEMICAL RESEARCH-S | 2008年 / 09期
基金
中国国家自然科学基金;
关键词
Suzuki-Miyaura reaction; ligandless; palladium acetate; aqueous solvent;
D O I
10.3184/030823408X349952
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Suzuki-Miyaura reaction of aryl iodides and aryl bromides was catalysed by Pd(OAc)(2) (1 mol%) using K3PO4 center dot 3H(2)O (2 equiv) as base in dimethyl acetamide DMA-H2O (1: 1) at room temperature. Changes in the loading of Pd(OAc)2 (from 1 mol% to 2 mol%), temperature (from room temperature to 80 degrees C) and the ratio of DMA to water (from 1: 1 to 5: 1) resulted in the successful coupling of activated aryl chlorides with phenylboronic acid.
引用
收藏
页码:525 / 527
页数:3
相关论文
共 23 条
[1]   Highly efficient palladium-catalyzed boronic acid coupling reactions in water: Scope and limitations [J].
Badone, D ;
Baroni, M ;
Cardamone, R ;
Ielmini, A ;
Guzzi, U .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7170-7173
[2]   Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].
Barder, TE ;
Walker, SD ;
Martinelli, JR ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696
[3]   Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances [J].
Bellina, F ;
Carpita, A ;
Rossi, R .
SYNTHESIS-STUTTGART, 2004, (15) :2419-2440
[4]   Ligandless palladium catalyzed reactions of arylboronic acids and sodium tetraphenylborate with aryl halides in aqueous media [J].
Bumagin, NA ;
Bykov, VV .
TETRAHEDRON, 1997, 53 (42) :14437-14450
[5]  
CAMPI EM, 1994, CHEM COMMUN, P2395
[6]  
Deng YJ, 2003, SYNTHESIS-STUTTGART, P337
[7]   Cross-coupling reactions of arylsilanols with substituted aryl halides [J].
Denmark, SE ;
Ober, MH .
ORGANIC LETTERS, 2003, 5 (08) :1357-1360
[8]   FACILE ARYL ARYL EXCHANGE BETWEEN THE PALLADIUM CENTER AND PHOSPHINE-LIGANDS IN PALLADIUM(II) COMPLEXES [J].
KONG, KC ;
CHENG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6313-6315
[9]  
Li JY, 2006, J CHEM RES, P658
[10]   Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions [J].
Littke, AF ;
Dai, CY ;
Fu, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) :4020-4028