Hydroxyl Functionalized Lewis Acidic Ionic Liquid on Silica: An Efficient Catalyst for the C-3 Friedel-Crafts Benzylation of Indoles with Benzyl Alcohols

被引:16
|
作者
Zhu, Anlian [1 ]
Feng, Wanlu [1 ]
Li, Lingjun [1 ]
Li, Qianqian [1 ]
Wang, Jianji [1 ]
机构
[1] Henan Normal Univ, Key Lab Green Chem Media & React, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Sch Chem & Chem Engn,Minist Educ, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
Ionic liquid; Hydroxyl group; Silica; Hydrogen bond; Carbon cation; C-H ACTIVATION; ALLYLIC ALCOHOLS; SECONDARY ALCOHOLS; BOND FORMATION; ALKYLATION; ALLYLATION; MEDIA; WATER; BIS(INDOLYL)METHANES; HYDROFORMYLATION;
D O I
10.1007/s10562-016-1918-z
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
In this work, a hydroxyl functionalized Lewis acidic ionic liquid on silica is found to be an efficient heterogeneous catalyst for the C-3 Friedel-Crafts benzylation of indoles with different benzyl alcohols as benzylation agents under mild conditions. This catalytic system benefits from simple operation, work-up and reutilization procedures, wide substrate tolerance, low cost, high catalytic activity and excellent chemo-selectivity. The hybrid combination of hydroxyl functionalized ionic liquid and silica through the formation of hydrogen bond endows this catalyst with high stability in the Friedel-Crafts reaction system, and the catalyst could be easily recycled and reutilized. Graphical Abstract A hydroxyl functionalized Lewis acid ionic liquid supported on silica was found to be an efficient catalyst for the C-3 Friedel-Crafts benzylation reaction of iodole with alcohols. This catalyst benefits from low cost, feasible preparation and reutilization, high catalytic activity and selectivity, and the operation and work-up procedures are very simple. [GRAPHICS] .
引用
收藏
页码:261 / 268
页数:8
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