Ferric(III) Nitrate: An Efficient Catalyst for the Regioselective Friedel-Crafts Reactions of Indoles and tert-Enamides in Water

被引:23
|
作者
Jiang, Ran [1 ]
Wu, Xiao-Jin [1 ]
Zhu, Xu [1 ]
Xu, Xiao-Ping [1 ]
Ji, Shun-Jun [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
Iron; Alkylation; Nitrogen heterocycles; Water chemistry; Green chemistry; CHIRAL BRONSTED ACID; 1,3-DICARBONYL COMPOUNDS; ORGANIC-SYNTHESIS; MICHAEL ADDITION; FACILE SYNTHESIS; ALKYLATION; HETEROCYCLES; BENZENE; HYDROAMINATION; BENZYLATION;
D O I
10.1002/ejoc.201000994
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ferric nitrate catalyzed Friedel-Crafts reactions of various indoles and tertiary enamides, which proceed in water at room temperature, are demonstrated for an efficient, atom-economical and environmentally friendly route to produce indole derivatives under mild conditions. Based on experimental data and mechanistic studies, the iron(III) ion was found to activate the electron-rich C=C bond with collaboration of the carbonyl group in the catalytic process.
引用
收藏
页码:5946 / 5950
页数:5
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