DBU-Based Ionic-Liquid-Catalyzed Carbonylation of o-Phenylenediamines with CO2 to 2-Benzimidazolones under Solvent-Free Conditions

被引：130
|
作者：
Yu, Bo [1 ]
Zhang, Hongye [1 ]
Zhao, Yanfei [1 ]
Chen, Sha [1 ]
Xu, Jilei [1 ]
Hao, Leiduan [1 ]
Liu, Zhimin [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, Key Lab Colloid Interface & Thermodynam, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
来源：
ACS CATALYSIS | 2013年 / 3卷 / 09期
基金：
中国国家自然科学基金;
关键词：
carbon dioxide; ionic liquid; catalysis; carbonylation; benzimidazolone; HIGHLY EFFICIENT; CARBON-DIOXIDE; BENZIMIDAZOLONES; INHIBITORS; TRANSFORMATION; HYDROGENATION; CONDENSATION; DISCOVERY;
D O I：
10.1021/cs400256j
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Herein, a new route was presented to synthesize 2-benzimidazolones via the carbonylation of o-phenylenediamines with CO2 catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-based ionic liquids under solvent-free conditions. DBU acetate ([DBUH][OAc]) displayed high efficiency for catalyzing the reactions of CO2 with o-phenylenediamines, and a series of benzimidazolones were obtained in high yields. It was demonstrated that [DBUH][OAc] could serve as a bifunctional catalyst for these reactions with the cation activating CO2 and the anion activating o-phenylenediamines. This protocol provides an effective and environmentally friendly alternative route for production of benzimidazolones, and extends the chemical utilization of CO2 in organic synthesis as well.
引用
收藏
页码：2076 / 2082
页数：7
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