Nickel-catalysed synthesis of 3-chloroanilines and chloro aminopyridines via cross-coupling reactions of aryl and heteroaryl dichlorides with amines

被引：49

作者：

Desmarets, C ^{[1
]}

Schneider, R ^{[1
]}

Fort, Y ^{[1
]}

机构：

[1] Univ Nancy 1, UMR 7565, F-54506 Vandoeuvre Les Nancy, France

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 02期

关键词：

catalysis; nickel; amination; chloroanilines; chloro aminopyridines;

D O I：

10.1016/S0040-4039(00)01931-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selective monoamination of aryl and heteroaryl dichlorides has been carried out using a catalyst combination of Ni(0) associated to 2,2'-bipyridine. The synthesis of novel 3-chloroanilines and chloro aminopyridines in good to excellent yields is allowed using an excess of amine, 10 or 20 mol% catalyst and short reaction times. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：247 / 250

页数：4

共 35 条

[1] Palladium-catalyzed amination of aryl dibromides with secondary amines: synthetic and mechanistic aspects [J].

Beletskaya, IP ;

Bessmertnykh, AG ;

Guilard, R .

TETRAHEDRON LETTERS, 1999, 40 (35) :6393-6397

[2] Recent synthetic advances in the nucleophilic amination of benzenes [J].

Belfield, AJ ;

Brown, GR ;

Foubister, AJ .

TETRAHEDRON, 1999, 55 (38) :11399-11428

[3] Palladium-catalyzed N-arylation of sulfoximines with aryl bromides and aryl iodides [J].

Bolm, C ;

Hildebrand, JP .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (01) :169-175

[4] Nickel-mediated amination chemistry.: Part 2:: Selective N-arylation or N,N′-diarylation of piperazine [J].

Brenner, E ;

Schneider, R ;

Fort, Y .

TETRAHEDRON LETTERS, 2000, 41 (16) :2881-2884

[5] Nickel-catalysed couplings of aryl chlorides with secondary amines and piperazines [J].

Brenner, E ;

Schneider, R ;

Fort, Y .

TETRAHEDRON, 1999, 55 (44) :12829-12842

[6] New efficient nickey(0) catalysed amination of aryl chlorides [J].

Brenner, E ;

Fort, Y .

TETRAHEDRON LETTERS, 1998, 39 (30) :5359-5362

[7] Nickel-mediated amination chemistry. Part 1: Efficient aminations of (het)aryl 1,3-di and 1,3,5-trichlorides [J].

Desmarets, C ;

Schneider, R ;

Fort, Y .

TETRAHEDRON LETTERS, 2000, 41 (16) :2875-2879

[8] Ligand-accelerated catalysis of the Ullmann condensation: Application to hole conducting triarylamines [J].

Goodbrand, HB ;

Hu, NX .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :670-674

[9] Palladium-catalyzed synthesis of pure, regiodefined polymeric triarylamines [J].

Goodson, FE ;

Hauck, SI ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (33) :7527-7539

[10] Regiodefined poly(N-arylaniline)s and donor-acceptor copolymers via palladium-mediated amination chemistry [J].

Goodson, FE ;

Hartwig, JF .

MACROMOLECULES, 1998, 31 (05) :1700-1703

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