Organic reactions in ionic liquids: N-alkylation of phthalimide and several nitrogen heterocycles

被引:67
作者
Le, ZG
Chen, ZC [1 ]
Hu, Y
Zheng, QG
机构
[1] Zhejiang Univ, Ningbo Inst Technol, Ningbo 315100, Peoples R China
[2] Aston Univ, Pharmaceut Sci Res Inst, Birmingham B4 TET, W Midlands, England
[3] E China Inst Technol, Dept Appl Chem, Fuzhou 344000, Peoples R China
[4] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China
来源
SYNTHESIS-STUTTGART | 2004年 / 02期
关键词
ionic liquids; N-alkylation; phthalimide; heterocycle;
D O I
10.1055/s-2003-44383
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Alkylation of heterocyclic compounds bearing an acidic hydrogen atom attached to nitrogen with alkyl halides is accomplished in ionic liquids ([bmim]BF4 = 1-butyl-3-methylimidazolium tetrafluoroborate, [bmim]PF6 = 1-butyl-3-methylimidazolium hexafluorophosphate, [buPy]BF4 = butylpyridinium tetrafluoroborate) in the presence of potassium hydroxide as a base. In this manner, phthalimide, indole, benzimidazole, succinimide can be successfully alkylated. The procedure is convenient, efficient, and generally affords the N-alkylated product exclusively.
引用
收藏
页码:208 / 212
页数:5
相关论文
共 32 条
  • [31] Ionic liquids: applications in catalysis
    Zhao, DB
    Wu, M
    Kou, Y
    Min, E
    [J]. CATALYSIS TODAY, 2002, 74 (1-2) : 157 - 189
  • [32] ZHONG Q, 1987, CHEM J CHINESE U, V5, P441