A silver(I)-catalyzed intramolecular Ficini's [2+2] cycloaddition employing ynamides

被引:17
|
作者
Wang, Xiao-Na [1 ,2 ,3 ]
Ma, Zhi-Xiong [2 ,3 ]
Deng, Jun [2 ,3 ,4 ]
Hsung, Richard P. [2 ,3 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Henan, Peoples R China
[2] Univ Wisconsin, Div Pharmaceut Sci, Madison, WI 53705 USA
[3] Univ Wisconsin, Dept Chem, Sch Pharm, Madison, WI 53705 USA
[4] Tianjin Univ, Sch Pharmaceut Sci & Technol, Key Lab Modern Drug Delivery & High Efficiency, Tianjin 300072, Peoples R China
关键词
Intramolecular [2+2] cycloaddition; Ynamides; The Ficini reaction; AgNTf2; Electrocyclic ring-opening; COUPLING REACTIONS; ALKYNYL BROMIDES; CHIRAL YNAMIDES; BETA-KETOESTERS; DIELS-ALDER; YNAMINES; N; N-DIETHYLAMINOPROPYNE; STEREOSELECTIVITY; CYCLOHEXENONES; INTERMEDIATE;
D O I
10.1016/j.tetlet.2015.01.017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An intramolecular [2+2] cycloaddition using N-sulfonyl substituted ynamides tethered to an enone motif is described here. This thermally driven [2+2] cycloaddition manifold can be catalyzed effectively using AgNTf2, and represents the first examples of an intramolecular Ficini reaction. Published by Elsevier Ltd.
引用
收藏
页码:3463 / 3467
页数:5
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