Palladium-Catalyzed Cross-Coupling Reactions of 2-Pyridylborates with Air-Stable HASPO Preligands

被引：33

作者：

Ackermann, Lutz ^{[1
]}

Potukuchi, Harish K. ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

SYNLETT | 2009年 / 17期

关键词：

borates; cross-coupling; heteroarenes; palladium; pyridines; H BOND ACTIVATION; C-H; PHOSPHINE OXIDES; ARYL CHLORIDES; DIRECT ARYLATIONS; BORONIC ACIDS; LIGAND-FREE; SUZUKI; HALIDES; DERIVATIVES;

D O I：

10.1055/s-0029-1218020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, air-stable TADDOLP(O)H derivative bearing electron-withdrawing substituents allows for efficient Suzuki-Miyaura cross-couplings with challenging electron-deficient 2-pyridylborates as nucleophiles.

引用

页码：2852 / 2856

页数：5

共 48 条

[1] Catalytic arylation reactions by C-H bond activation with aryl tosylates [J].

Ackermann, L ;

Althammer, A ;

Born, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (16) :2619-2622

[2] Air-stable phosphine oxides as preligands for catalytic activation reactions of C-Cl, C-F, and C-H bonds [J].

Ackermann, L ;

Born, R ;

Spatz, JH ;

Althammer, A ;

Gschrei, CJ .

PURE AND APPLIED CHEMISTRY, 2006, 78 (02) :209-214

[3] Cross-coupling reactions of aryl and vinyl chlorides catalyzed by a palladium complex derived from an air-stable H-phosphonate [J].

Ackermann, L ;

Gschrei, CJ ;

Althammer, A ;

Riederer, M .

CHEMICAL COMMUNICATIONS, 2006, (13) :1419-1421

[4] Efficient aryl-(hetero)aryl coupling by activation of C-Cl and C-F bonds using nickel complexes of air-stable phosphine oxides [J].

Ackermann, L ;

Born, R ;

Spatz, JH ;

Meyer, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (44) :7216-7219

[5] Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides [J].

Ackermann, L .

ORGANIC LETTERS, 2005, 7 (14) :3123-3125

[6] Modular diamino- and dioxophosphine oxides and chlorides as ligands for transition-metal-catalyzed C-C and C-N couplings with aryl chlorides [J].

Ackermann, L ;

Born, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (16) :2444-2447

[7] Dehydrative Direct Arylations of Arenes with Phenols via Ruthenium-Catalyzed C-H and C-OH Bond Functionalizations [J].

Ackermann, Lutz ;

Mulzer, Michael .

ORGANIC LETTERS, 2008, 10 (21) :5043-5045

[8] Assisted ruthenium-catalyzed C-H bond activation: Carboxylic acids as cocatalysts for generally applicable direct arylations in apolar solvents [J].

Ackermann, Lutz ;

Vicente, Ruben ;

Althammer, Andreas .

ORGANIC LETTERS, 2008, 10 (11) :2299-2302

[9] Catalytic arylations with challenging substrates: From air-stable HASPO preligands to indole syntheses and C-H-bond functionalizations [J].

Ackermann, Lutz .

SYNLETT, 2007, (04) :507-526

[10] Air-stable PinP(O)H as preligand for palladium-catalyzed Kumada couplings of unactivated tosylates [J].

Ackermann, Lutz ;

Althammer, Andreas .

ORGANIC LETTERS, 2006, 8 (16) :3457-3460

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