Efficient Intramolecular Hydroalkoxylation/Cyclization of Unactivated Alkenols Mediated by Lanthanide Triflate Ionic Liquids

被引:80
作者
Dzudza, Alma [1 ]
Marks, Tobin J. [1 ]
机构
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
基金
美国国家科学基金会;
关键词
ORGANIC-REACTIONS; CARBOXYLIC-ACIDS; C-N; CYCLIZATION; HYDROAMINATION; SCOPE; CATALYSTS; OLEFINS; COMPLEXES; ALCOHOLS;
D O I
10.1021/ol8029559
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lanthanide triflates, Ln(OTf)(3), serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTILs). Cyclizations are effective in the formation of five- and six-membered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln(3+)] and [substrate].
引用
收藏
页码:1523 / 1526
页数:4
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