Solvent effects in copper(I)-mediated 5-endo cyclisation of secondary bromo-enamides

被引：20

作者：

Clark, AJ ^{[1
]}

Dell, CP

McDonagh, JP

机构：

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

[2] Lilly Res Ctr Ltd, Windlesham GU20 6PH, Surrey, England

来源：

COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE | 2001年 / 4卷 / 07期

关键词：

bromoenamines; 5-endo cyclisations; radical reactions; atom transfer; solvent effect; copper(I) complexes;

D O I：

10.1016/S1387-1609(01)01275-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Secondary bromoenamides 5, 14-18, 32 and 33 undergo efficient 5-endo cyclisation reactions to give alpha,beta -unsaturated monoene lactams 9, 19-23, 34 and 35 under atom transfer conditions mediated by CuBr and the tripyridylamine 6 in refluxing toluene (59-87%). Changing the solvent to refluxing 1,2-dichloroethane furnishes alpha,beta -unsaturated diene lactams 26-3, 36, and 37 instead (42-86%). (C) 2001 Academie des sciences / Editions scientifiques et medicales Elsevier SAS.

引用

页码：575 / 579

页数：5

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