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

Le, Zhang-Gao, Chen, Zhen-Chu, Hu, Yi and Zheng, Qinguo (2004). Organic reactions in ionic liquids: N-alkylation of phthalimide and several nitrogen heterocycles. Synthesis, 2004 (2), pp. 208-212.

Abstract

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-methylimida-zolium 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.

Publication DOI: https://doi.org/10.1055/s-2003-44383
Divisions: Life & Health Sciences > Pharmacy
Life & Health Sciences
Uncontrolled Keywords: ionic liquids,N-alkylation,phthalimide,heterocycle
Full Text Link: https://www.thi ... 55/s-2003-44383
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Published Date: 2004-02
Authors: Le, Zhang-Gao
Chen, Zhen-Chu
Hu, Yi
Zheng, Qinguo

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