A novel atom-economic synthesis of functionalized imidazolidines through copper(I)-catalyzed domino three-component coupling and cyclization reactions

被引:12
作者
Li, Yufeng [1 ]
Wu, Zhengguang [1 ]
Shi, Jie [1 ]
Bu, Hongzhong [1 ]
Gu, Jiachao [1 ]
Pan, Yi [2 ]
机构
[1] Nanjing Tech Univ, Coll Sci, Nanjing 211816, Jiangsu, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
关键词
Alkynes; Cyclization; Imines; Multicomponent reactions; Nitrogen heterocycles; N-HETEROCYCLIC CARBENES; MULTICOMPONENT REACTIONS; NITROGEN-HETEROCYCLES; ENANTIOSELECTIVE SYNTHESIS; DERIVATIVES; RING; ALKYNES; IMINES; 2-PYRIDINECARBOXALDEHYDE; PROPARGYLAMINES;
D O I
10.1016/j.tet.2014.03.063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An interesting approach to functionalized imidazolidines is described. These compounds are obtained in a copper(l)-catalyzed domino three-component coupling and cyclization reaction involving two formaldehyde-derived imine units and a terminal alkyne. Alternatively, imidazolidines can be obtained from propargylamines and formaldehyde-derived imines. This strategy provides a straightforward and atom-economic pathway to construct imidazolidines with high yields and benefits from readily available starting materials, convenient one-pot operations. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3134 / 3140
页数:7
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