A new, one-pot, multi-component synthesis of imines of 3-amino-2-arylimidazo[1,2-a]pyridines, 3-amino-2-arylimidazo[1,2-a]pyrazines, and 3-amino-2-arylimidazo[1,2-a]pyrimidines

被引:60
作者
Abid, Mehdi [1 ]
Sheibani, Esmail [1 ]
Bijanzadeh, Hamid Reza [2 ]
Zhu, Long-Guan [3 ]
机构
[1] Univ Tehran, Sch Chem, Univ Coll Sci, Tehran, Iran
[2] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
[3] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
关键词
2-Aminopyridines; 2-Aminopyrazine; 2-Aminopyrimidine; Benzaldehydes; Imidazoline-2,4,5-trione; 3-Amino-2-arylimidazo[1,2-a]pyridines; 3-Amino-2-arylimidazo[1,2-a]pyrazines; 3-Amino-2-arylimidazo[1,2-a]pyrimidines; Multi-component reactions;
D O I
10.1016/j.tet.2008.09.002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, one-pot, multi-component synthesis of 3-amino-2-arylmidazo[1,2-a]pyridines, 3-amino-2-arylimidazo[1,2-a]pyrazines, and 3-amino-2-arylimidazo[1,2-a]pyrimidines is described. Heating a Mixture of a 2-aminopyridine, 2-aminopyrazine or 2-aminopyrimidine, a benzaldehyde, and imidazoline-2,4,5-trione Under solvent-free conditions afforded imine derivatives of the title compounds in excellent yields. Single-crystal X-ray analysis conclusively confirms the structure of these bridgehead bicyclic 5-6 heterocycles. (C) 2008 Published by Elsevier Ltd.
引用
收藏
页码:10681 / 10686
页数:6
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