Atom transfer radical cyclisation reactions mediated by copper complexes

被引：327

作者：

Clark, AJ ^{[1
]}

机构：

[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

来源：

CHEMICAL SOCIETY REVIEWS | 2002年 / 31卷 / 01期

关键词：

D O I：

10.1039/b107811a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This article describes recent advances in the use of copper complexes in mediating atom transfer radical cyclisation reactions (ATRC). Recent developments have included the design of activated complexes which mediate the cyclisation of tri-, di-, and mono-halo derived substrates at ambient temperatures. Using this methodology, cyclisation to give a variety of ring sizes (4-18 membered rings) has been demonstrated. In addition tandem and radical-polar crossover reactions have also been developed. The design of solid supported and perfluorous complexes that mediate cyclisations may make this approach to the synthesis of rings more attractive towards industrial applications.

引用

页码：1 / 11

页数：11

共 40 条

[11] 5-exo atom transfer cyclisation onto alkynes mediated by copper(I) complexes [J].

Clark, AJ ;

Battle, GM ;

Bridge, A .

TETRAHEDRON LETTERS, 2001, 42 (10) :1999-2001

[12] Efficient room temperature copper(I) mediated 5-endo radical cyclisations [J].

Clark, AJ ;

Dell, CP ;

Ellard, JM ;

Hunt, NA ;

McDonagh, JP .

TETRAHEDRON LETTERS, 1999, 40 (49) :8619-8623

[13] N-alkyl-2-pyridylmethanimines as tuneable alternatives to bipyridine ligands in copper mediated atom transfer radical cyclisation. [J].

Clark, AJ ;

Duncalf, DJ ;

Filik, RP ;

Haddleton, DM ;

Thomas, GH ;

Wongtap, H .

TETRAHEDRON LETTERS, 1999, 40 (19) :3807-3810

[14] Atom transfer radical cyclisations of activated and unactivated N-allylhaloacetamides and N-homoallylhaloacetamides using chiral and non-chiral copper complexes [J].

Clark, AJ ;

De Campo, F ;

Deeth, RJ ;

Filik, RP ;

Gatard, S ;

Hunt, NA ;

Lastécouères, D ;

Thomas, GH ;

Verlhac, JB ;

Wongtap, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (05) :671-680

[15] Solid-supported catalysts for atom-transfer radical cyclization of 2-haloacetamides [J].

Clark, AJ ;

Filik, RP ;

Haddleton, DM ;

Radigue, A ;

Sanders, CJ ;

Thomas, GH ;

Smith, ME .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (24) :8954-8957

[16] Preparation of N-heterocycles by radical cyclisation of enamides mediated by manganese(III) or copper(I).: A comparison of cyclisation methods [J].

Davies, DT ;

Kapur, N ;

Parsons, AF .

TETRAHEDRON, 2000, 56 (24) :3941-3949

[17] Copper(I) reactions in N-heterocycle synthesis:: efficient preparation of substituted pyrrolidinones [J].

Davies, DT ;

Kapur, N ;

Parsons, AF .

TETRAHEDRON LETTERS, 1999, 40 (49) :8615-8618

[18] New copper(I) and iron(II) complexes for atom transfer radical macrocyclisation reactions [J].

De Campo, F ;

Lastécouères, D ;

Verlhac, JB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (04) :575-580

[19] New and improved catalysts for transition metal catalysed radical reactions [J].

de Campo, F ;

Lastécouères, D ;

Verlhac, JB .

CHEMICAL COMMUNICATIONS, 1998, (19) :2117-2118

[20] Copper(I) complexes mediated cyclization reaction of unsaturated ester under fluoro biphasic procedure [J].

De Campo, F ;

Lastécouères, D ;

Vincent, JM ;

Verlhac, JB .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (13) :4969-4971

← 1 2 3 4 →