Copper(H) triflate-catalyzed nucleophilic substitution of propargylic acetates with enoxysilanes. A straightforward synthetic route to polysubstituted furans

被引:60
作者
Zhan, Zhuang-Ping [1 ]
Wang, Shao-Pei
Cai, Xu-Bin
Liu, Hui-Juan
Yu, Jing-Liang
Cui, Yuan-Yuan
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Key Lab Chem Biol Fujian Prov, Xiamen 361005, Peoples R China
关键词
copper(II) triflate; enoxysilanes; furans; nucleophilic substitution; propargylic acetates;
D O I
10.1002/adsc.200700234
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel and efficient procedure for the synthesis of gamma-alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper(II) triflate, has been developed. The substitution reaction can be followed by a 4-toluenesulfonic acid-catalyzed cyclization without purification of the gamma-alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.
引用
收藏
页码:2097 / 2102
页数:6
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