Base- and Copper-Catalyzed Intramolecular Cyclization for the Direct Synthesis of Dihydrofurans

被引:30
|
作者
Chen, Yong-Fei [1 ]
Wang, Hai-Fei [1 ]
Wang, Ya [1 ]
Luo, Yong-Chun [1 ]
Zhu, Hai-Liang [1 ]
Xu, Peng-Fei [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
关键词
alkynes; copper; cyclization; dihydrofurans; furans; HIGHLY EFFICIENT SYNTHESIS; SUBSTITUTED FURANS; COUPLING REACTIONS; C-N; 1,3-DICARBONYL COMPOUNDS; PROPARGYLIC ALCOHOLS; FACILE SYNTHESIS; PALLADIUM; CYCLOISOMERIZATION; ANNULATION;
D O I
10.1002/adsc.201000005
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple and convenient synthetic approach to dihydrofurans has been developed from the cyclization of 2-propynyl-1,3-dicarbonyl compounds catalyzed by potassium tert-butoxide, copper(II) trifluoromethanesulfonate and triphenylphosphine using methanol/dichloromethane as the solvent under very mild conditions. Moreover, dihydrofurans could be easily transformed into the corresponding furans in the presence of trifluoroacetic acid.
引用
收藏
页码:1163 / 1168
页数:6
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