New catalysts for Suzuki-Miyaura coupling reactions of heteroatom-substituted heteroaryl chlorides

被引：135

作者：

Guram, Anil S. ^{[1
]}

Wang, Xiang ^{[1
]}

Bunel, Emilio E. ^{[1
]}

Faul, Margaret M. ^{[1
]}

Larsen, Robert D. ^{[1
]}

Martinelli, Michael J. ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 14期

关键词：

D O I：

10.1021/jo070341w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The new air-stable PdCl2{PR2(Ph-R')}(2) complexes, readily prepared from commercial reagents, exhibit unique efficiency as catalysts for the Suzuki-Miyaura coupling reactions of a variety of heteroatom-substituted heteroaryl chlorides with a diverse range of aryl/heteroaryl boronic acids. The coupling reactions catalyzed by the new complexes exhibit high product yields (88-99%) and high catalyst turnover numbers (up to 10 000 TON).

引用

页码：5104 / 5112

页数：9

共 46 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
Anderson, KW
Buchwald, SL
[J]. 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
Barder, TE
Walker, SD
Martinelli, JR
Buchwald, SL
[J]. 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
Bedford, RB
Cazin, CSJ
[J]. 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
Bei, XH
Turner, HW
Weinberg, WH
Guram, AS
Petersen, JL
[J]. 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
Bei, XH
Crevier, T
Guram, AS
Jandeleit, B
Powers, TS
Turner, HW
Uno, T
Weinberg, WH
[J]. TETRAHEDRON LETTERS, 1999, 40 (20) : 3855 - 3858
[8] Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances
Bellina, F
Carpita, A
Rossi, R
[J]. SYNTHESIS-STUTTGART, 2004, (15): : 2419 - 2440
[9] Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters
Billingsley, Kelvin
Buchwald, Stephen L.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (11) : 3358 - 3366
[10] A highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds
Billingsley, Kelvin L.
Anderson, Kevin W.
Buchwald, Stephen L.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (21) : 3484 - 3488

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