Cobalt(II)-catalyzed cross-coupling of polyfunctional aryl copper reagents with aryl bromides and chlorides

被引：79

作者：

Korn, TJ ^{[1
]}

Knochel, P ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 19期

关键词：

cobalt; cross-coupling; Grignard reagents; heterocycles; organocopper compounds;

D O I：

10.1002/anie.200500099

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Polyfunctionalized biphenyl and heteroaromatic compounds were formed in the presence of [Co(acac)2], Bu4Nl, and 4-fluorostyrene (3) through a smooth cross-coupling reaction between organocopper reagents 1, prepared by the transmetalation of functionalized aryl magnesium halides with CuCN·2 LiCl, and aryl halides 2 that bear electron-withdrawing substituents. acac = acetylacetonate, DME = 1,2-dimethoxyethane, DMPU = 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone. © 2005 Wilex-VCH Verlag GmbH & Co. KGaA.

引用

页码：2947 / 2951

页数：5

共 91 条

[11] Cahiez G, 1998, SYNTHESIS-STUTTGART, P1199
[12] Highly chemo- and stereoselective Fe-catalyzed alkenylation of organomanganese reagents
Cahiez, G
Marquais, S
[J]. TETRAHEDRON LETTERS, 1996, 37 (11) : 1773 - 1776
[13] Cu-catalyzed alkylation and Fe-catalyzed alkenylation of organomanganese reagents
Cahiez, G
Marquais, S
[J]. PURE AND APPLIED CHEMISTRY, 1996, 68 (01) : 53 - 60
[14] Cobalt-catalyzed alkenylation of organomagnesium reagents
Cahiez, G
Avedissian, H
[J]. TETRAHEDRON LETTERS, 1998, 39 (34) : 6159 - 6162
[15] The first general method for palladium-catalyzed Negishi cross-coupling of aryl and vinyl chlorides:: Use of commercially available Pd(P(t-BU)3)2 as a catalyst
Dai, CY
Fu, GC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (12) : 2719 - 2724
[16] De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions
[17] Dohle W, 2001, SYNLETT, P1901
[18] Iron catalyzed hydrodebromination of 2-aryl-1,1-dibromo-1-alkenes
Fakhfakh, MA
Franck, X
Hocquemiller, R
Figadère, B
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 624 (1-2) : 131 - 135
[19] FINANDANESE V, 1984, TETRAHEDRON LETT, V25, P4805
[20] Comparison of palladium carbene and palladium phosphine catalysts for catalytic coupling reactions of aryl halides
Frisch, AC
Zapf, A
Briel, O
Kayser, B
Shaikh, N
Beller, M
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 214 (02) : 231 - 239

← 1 2 3 4 5 6 7 8 9 10 →