A Multiligand Based Pd Catalyst for C-N Cross-Coupling Reactions

被引：242

作者：

Fors, Brett P. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 45期

基金：

美国国家卫生研究院;

关键词：

ARYL MESYLATES; SUZUKI-MIYAURA; CHLORIDES; NEOPENTYLGLYCOLBORYLATION; AMINATION; ARYLATION; LIGANDS; IODIDES; HALIDES; SYSTEM;

D O I：

10.1021/ja108074t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An alternative approach to catalyst development, which led to a Pd catalyst based on two biarylphosphine ligands for C-N cross-coupling reactions, is reported. By effectively being able to take the form of multiple catalysts this system manifests the best properties that catalysts based on either of the two ligands exhibit separately and displays the highest reactivity and substrate scope of any system that has been reported to date for these reactions.

引用

收藏

页码：15914 / 15917

页数：4

相关论文

共 33 条

[1] A diaminochlorophosphine for palladium-catalyzed arylations of amines and ketones [J].

Ackermann, Lutz ;

Spatz, Julia H. ;

Gschrei, Christian J. ;

Born, Robert ;

Althammer, Andreas .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (45) :7627-7630

[2] Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles [J].

Anderson, Kevin W. ;

Tundel, Rachel E. ;

Ikawa, Takashi ;

Altman, Ryan A. ;

Buchwald, Stephen L. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (39) :6523-6527

[3] A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides [J].

Biscoe, Mark R. ;

Fors, Brett P. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) :6686-+

[4] Facile synthesis of 6-aryl 5-N-substituted pyridazinones:: Microwave-assisted Suzuki-Miyaura cross coupling of 6-chloropyridazinones [J].

Cao, Ping ;

Qu, Junya ;

Burton, George ;

Rivero, Ralph A. .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (18) :7204-7208

[5] Synthesis of End-Functionalized Polyanilines [J].

Eelkema, Rienk ;

Anderson, Harrv L. .

MACROMOLECULES, 2008, 41 (24) :9930-9933

[6] The mechanisms of the Stille reaction [J].

Espinet, P ;

Echavarren, AM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (36) :4704-4734

[7] A highly active catalyst for Pd-catalyzed amination reactions: Cross-coupling reactions using aryl mesylates and the highly selective monoarylation of primary amines using aryl chlorides [J].

Fors, Brett P. ;

Watson, Donald A. ;

Biscoe, Mark R. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (41) :13552-+

[8] An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides [J].

Fors, Brett P. ;

Dooleweerdt, Karin ;

Zeng, Qingle ;

Buchwald, Stephen L. .

TETRAHEDRON, 2009, 65 (33) :6576-6583

[9] An Efficient Process for Pd-Catalyzed C-N Cross-Coupling Reactions of Aryl Iodides: Insight Into Controlling Factors [J].

Fors, Brett P. ;

Davis, Nicole R. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (16) :5766-5768

[10] One-pot synthesis of unsymmetrical triarylamines from aniline precursors [J].

Harris, MC ;

Buchwald, SL .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17) :5327-5333

← 1 2 3 4 →