Air-Stable Diaminophosphine Sulfides as Preligands for Nickel-Catalyzed Cross-Couplings of Unactivated Fluoro(hetero)arenes

被引：38

作者：

Ackermann, Lutz ^{[1
]}

Wechsler, Cindy ^{[1
]}

Kapdi, Anant R. ^{[1
]}

Althammer, Andreas ^{[1
]}

机构：

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

来源：

SYNLETT | 2010年 / 02期

关键词：

fluoroarenes; Grignard reagents; ligands; nickel; secondary phosphine sulfide; C-F ACTIVATION; GRIGNARD-REAGENTS; PHOSPHINE OXIDES; BOND ACTIVATION; ARYL FLUORIDES; ARYLATIONS; HYDRODEFLUORINATION; COMPLEXES; CHLORIDES; HALIDES;

D O I：

10.1055/s-0029-1219166

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Air-stable secondary diaminophosphine sulfide preligands enable challenging nickel-catalyzed cross-coupling reactions of electron-deficient as well as electron-rich fluoro(hetero)arenes as electrophiles.

引用

页码：294 / 298

页数：5

共 49 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] 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

[7] 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

[8] 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

[9] 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

[10] Air- and moisture-stable secondary phosphine oxides as preligands in catalysis [J].

Ackermann, Lutz .

SYNTHESIS-STUTTGART, 2006, 10 (10) :1557-1571

← 1 2 3 4 5 →