On the Role of Metal Contaminants in Catalyses with FeCl3

被引:452
作者
Buchwald, Stephen L. [1 ]
Bolm, Carsten [2 ]
机构
[1] MIT, Cambridge, MA 02139 USA
[2] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
arylation; copper; homogeneous catalysis; iron trichloride; metal impurities; IRON/COPPER COCATALYZED ALKYNYLATION; CROSS-COUPLING REACTIONS; ARYL IODIDES; NITROGEN NUCLEOPHILES; C-N; ARYLATION REACTIONS; TERMINAL ALKYNES; BOND FORMATION; ZINC METAL; COPPER;
D O I
10.1002/anie.200902237
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Warning: Catalyzed N-, O-, and C-arylation reactions ascribed to FeCl 3 can instead result from catalysis by trace quantities of copper salts. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5586 / 5587
页数:2
相关论文
共 49 条
[1]   Use of "homeopathic" ligand-free palladium as catalyst for aryl-aryl coupling reactions [J].
Alimardanov, A ;
de Vondervoort, LSV ;
de Vries, AHM ;
de Vries, JG .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1812-1817
[2]  
[Anonymous], 2008, ANGEW CHEM INT EDIT
[3]   A reassessment of the transition-metal free Suzuki-type coupling methodology [J].
Arvela, RK ;
Leadbeater, NE ;
Sangi, MS ;
Williams, VA ;
Granados, P ;
Singer, RD .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) :161-168
[4]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[5]  
Bistri O., 2008, Angew. Chem., V47, P596, DOI [10.1002/ange.200704018, DOI 10.1002/ANGE.200704018]
[6]   Iron-catalyzed C-O cross-couplings of phenols with aryl iodides [J].
Bistri, Olivia ;
Correa, Arkaitz ;
Bolm, Carsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (03) :586-588
[7]   Iron-catalyzed intramolecular O-arylation:: Synthesis of 2-aryl benzoxazoles [J].
Bonnamour, Julien ;
Bolm, Carsten .
ORGANIC LETTERS, 2008, 10 (13) :2665-2667
[8]  
Buchwald SL, 2008, ACCOUNTS CHEM RES, V41, P1439, DOI 10.1021/ar8001798
[9]  
Cahiez G., 2007, ANGEW CHEM, V119, P4442
[10]   Iron-catalyzed alkylations of aromatic Grignard reagents [J].
Cahiez, Gerard ;
Habiak, Vanessa ;
Duplais, Christophe ;
Moyeux, Alban .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (23) :4364-4366