New air-stable catalysts for general and efficient Suzuki-Miyaura cross-coupling reactions of heteroaryl chlorides

被引：167

作者：

Guram, AS ^{[1
]}

King, AO ^{[1
]}

Allen, JG ^{[1
]}

Wang, XH ^{[1
]}

Schenkel, LB ^{[1
]}

Chan, J ^{[1
]}

Bunel, EE ^{[1
]}

Faul, MM ^{[1
]}

Larsen, RD ^{[1
]}

Martinelli, MJ ^{[1
]}

Reider, PJ ^{[1
]}

机构：

[1] Amgen Inc, Chem Res & Discovery, Thousand Oaks, CA 91320 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 09期

关键词：

D O I：

10.1021/ol060268g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New air-stable PdCl2{(PBu2)-Bu-1(p-R-Ph)}(2) (R = H, NMe2, CF3,) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99% isolated yields) and turn-over-numbers (10000 TON) are observed.

引用

页码：1787 / 1789

页数：3

共 34 条

[1] General catalysts for the Suzuki-Miyaura and Sonogashira coupling reactions of aryl chlorides and for the coupling of challenging substrate combinations in water [J].

Anderson, KW ;

Buchwald, SL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (38) :6173-6177

[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]

Bedford RB, 2002, ANGEW CHEM INT EDIT, V41, P4120, DOI 10.1002/1521-3773(20021104)41:21<4120::AID-ANIE4120>3.0.CO

[4]

2-7

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

Bedford, RB ;

Cazin, CSJ .

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

[6] 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

[7] A convenient palladium/ligand catalyst for Suzuki cross-coupling reactions of arylboronic acids and aryl chlorides [J].

Bei, XH ;

Crevier, T ;

Guram, AS ;

Jandeleit, B ;

Powers, TS ;

Turner, HW ;

Uno, T ;

Weinberg, WH .

TETRAHEDRON LETTERS, 1999, 40 (20) :3855-3858

[8] 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

[9] Efficient Pd-catalyzed amination of heteroaryl halides [J].

Charles, MD ;

Schultz, P ;

Buchwald, SL .

ORGANIC LETTERS, 2005, 7 (18) :3965-3968

[10] Cp2Fe(PR2)2PdCl2 (R = i-Pr, t-Bu) complexes as air-stable catalysts for challenging suzuki coupling reactions [J].

Colacot, TJ ;

Shea, HA .

ORGANIC LETTERS, 2004, 6 (21) :3731-3734

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