Organic Reactions in Ionic liquids: N-Alkylation of Phthalimide and Several Nitrogen Heterocycles

Zhang Gao Le; Zhen Chu Chen; Yi Hu; Qin Guo Zheng

doi:10.1055/s-2003-44383

Organic Reactions in Ionic liquids: N-Alkylation of Phthalimide and Several Nitrogen Heterocycles

Zhang Gao Le, Zhen Chu Chen, Yi Hu, Qin Guo Zheng

Research output: Contribution to journal › Article › peer-review

70 Scopus citations

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 te trafluoroborate, [bmim]PF₆ = 1-butyl-3-methylimidazolium hexafluorophosphate, [buPy]BF₄ = butylpyridiniurri 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.

Original language	English
Pages (from-to)	208-212
Number of pages	5
Journal	Synthesis (Germany)
Issue number	2
DOIs	https://doi.org/10.1055/s-2003-44383
State	Published - 2 Feb 2004
Externally published	Yes

Keywords

Heterocycle
Ionic liquids
N-alkylation
Phthalimide

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title = "Organic Reactions in Ionic liquids: N-Alkylation of Phthalimide and Several Nitrogen Heterocycles",

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 te trafluoroborate, [bmim]PF6 = 1-butyl-3-methylimidazolium hexafluorophosphate, [buPy]BF4 = butylpyridiniurri 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.",

keywords = "Heterocycle, Ionic liquids, N-alkylation, Phthalimide",

author = "Le, {Zhang Gao} and Chen, {Zhen Chu} and Yi Hu and Zheng, {Qin Guo}",

year = "2004",

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doi = "10.1055/s-2003-44383",

language = "英语",

pages = "208--212",

journal = "Synthesis (Germany)",

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TY - JOUR

T1 - Organic Reactions in Ionic liquids

T2 - N-Alkylation of Phthalimide and Several Nitrogen Heterocycles

AU - Le, Zhang Gao

AU - Chen, Zhen Chu

AU - Hu, Yi

AU - Zheng, Qin Guo

PY - 2004/2/2

Y1 - 2004/2/2

N2 - 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 te trafluoroborate, [bmim]PF6 = 1-butyl-3-methylimidazolium hexafluorophosphate, [buPy]BF4 = butylpyridiniurri 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.

AB - 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 te trafluoroborate, [bmim]PF6 = 1-butyl-3-methylimidazolium hexafluorophosphate, [buPy]BF4 = butylpyridiniurri 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.

KW - Heterocycle

KW - Ionic liquids

KW - N-alkylation

KW - Phthalimide

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U2 - 10.1055/s-2003-44383

DO - 10.1055/s-2003-44383

M3 - 文章

AN - SCOPUS:1242318559

SN - 0039-7881

SP - 208

EP - 212

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 2

ER -

Organic Reactions in Ionic liquids: N-Alkylation of Phthalimide and Several Nitrogen Heterocycles

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Keywords

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