N-arylimidazole synthesis by cross-cycloaddition of isocyanides using a novel catalytic system

被引:45
作者
Bonin, Marc-Andre [1 ]
Giguere, Denis [1 ]
Roy, Rene [1 ]
机构
[1] Univ Quebec, Dept Chem, Montreal, PQ H3C 3P8, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/j.tet.2007.03.152
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct catalytic synthesis of N-arylimidazoles starting from the corresponding N-arylformamides and N-formylglycine esters is described. Application to different aryl substituted electron-withdrawing and -donating groups provided the analogous heterocyclic compounds in very high yields. The use of copper(I) oxide/proline catalysts allowed the reactions to proceed at room temperature. The first synthesis of N-arylimidazole bearing carbohydrate moieties is also described. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4912 / 4917
页数:6
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