Highly efficient cyclopalladated ferrocenylimine catalyst for Suzuki cross-coupling reaction of 3-pyridylboronic pinacol ester with aryl halides

被引：57

作者：

Zhang, JL ^{[1
]}

Zhao, L ^{[1
]}

Song, MP ^{[1
]}

Mak, TCW ^{[1
]}

Wu, YJ ^{[1
]}

机构：

[1] Zhengzhou Univ, Henan Univ, Key Lab Appl Chem, Chem Dept,Key Lab Chem Biol & Organ Chem Henan, Zhengzhou 450052, Peoples R China

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2006年 / 691卷 / 06期

关键词：

cyclopalladated ferrocenylimine; Suzuki reaction; 3-pyridylboronic pinacol ester; 3-pyridyl biaryl system;

D O I：

10.1016/j.jorganchem.2005.11.027

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The Suzuki cross-coupling reaction of 3-pyridylboronic pinacol ester with aryl iodides, bromides and chlorides was carried out in DMF/H2O (3/1, v/v) at 110 degrees C in the presence of cyclopalladated ferrocenylimine I and K2CO3 or CsCO3 (1.0 equiv.) without the protection of inert gas. By using this method the synthesis of 3-pyridyl biaryl compounds could be readily achieved. (c) 2005 Elsevier B.V. All rights reserved.

引用

收藏

页码：1301 / 1306

页数：6

相关论文

共 66 条

[1] Orthopalladated triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions [J].

Albisson, DA ;

Bedford, RB ;

Lawrence, SE ;

Scully, PN .

CHEMICAL COMMUNICATIONS, 1998, (19) :2095-2096

[2] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ARYLBORONIC ACIDS WITH PI-DEFICIENT HETEROARYL CHLORIDES [J].

ALI, NM ;

MCKILLOP, A ;

MITCHELL, MB ;

REBELO, RA ;

WALLBANK, PJ .

TETRAHEDRON, 1992, 48 (37) :8117-8126

[3] Highly active oxime-derived palladacycle complexes for Suzuki-Miyaura and Ullmann-type coupling reactions [J].

Alonso, DA ;

Nájera, C ;

Pacheco, MC .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16) :5588-5594

[4] Extremely high activity catalysts for the Suzuki coupling of aryl chlorides: the importance of catalyst longevity [J].

Bedford, RB ;

Hazelwood, SL ;

Limmert, ME .

CHEMICAL COMMUNICATIONS, 2002, (22) :2610-2611

[5] Highly active catalysts for the Suzuki coupling of aryl chlorides [J].

Bedford, RB ;

Cazin, CSJ .

CHEMICAL COMMUNICATIONS, 2001, (17) :1540-1541

[6] Palladacyclic phosphinite complexes as extremely high activity catalysts in the Suzuki reaction [J].

Bedford, RB ;

Welch, SL .

CHEMICAL COMMUNICATIONS, 2001, (01) :129-130

[7] Palladium/P,O-ligand-catalyzed Suzuki cross-coupling reactions of arylboronic acids and aryl chlorides. Isolation and structural characterization of (P,O)-Pd(dba) complex [J].

Bei, XH ;

Turner, HW ;

Weinberg, WH ;

Guram, AS ;

Petersen, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6797-6803

[8] PALLADACYCLES AS EFFICIENT CATALYSTS FOR ARYL COUPLING REACTIONS [J].

BELLER, M ;

FISCHER, H ;

HERRMANN, WA ;

OFELE, K ;

BROSSMER, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1848-1849

[9] Generation of 3-pyridyl biaryl systems via palladium-catalyzed Suzuki cross-couplings of aryl halides with 3-pyridylboroxin [J].

Cioffi, CL ;

Spencer, WT ;

Richards, JJ ;

Herr, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (06) :2210-2212

[10]

Cui XL, 1999, CHINESE CHEM LETT, V10, P127

← 1 2 3 4 5 6 7 →