Silver(I)-Catalyzed Conia-Ene Reaction: Synthesis of 3-Pyrrolines via a 5-endo-dig Cyclization

被引:32
|
作者
Boominathan, Siva Senthil Kumar [1 ]
Hu, Wan-Ping [2 ]
Senadi, Gopal Chandru [1 ]
Wang, Jeh-Jeng [1 ]
机构
[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan
[2] Kaohsiung Med Univ, Dept Biotechnol, Kaohsiung 807, Taiwan
关键词
alkynes; Conia-ene reaction; 2-pyrroles; 3-pyrrolines; silver; 1,3-DIPOLAR CYCLOADDITION; 1,3-DICARBONYL COMPOUNDS; CLOSING METATHESIS; BETA-KETOESTERS; GOLD CATALYSIS; TRIFLIC ACID; ALKYNES; INHIBITORS; HETEROCYCLES; PYRROLIDINE;
D O I
10.1002/adsc.201300844
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel method has been developed for the synthesis of 3-pyrrolines from -ketopropargylamines via a 5-endo-dig carbocyclization. This transformation involves a silver-catalyzed Conia-ene type reaction tolerating broad substrate scope with good to excellent yields. Furthermore, this methodology has been extended for the construction of 2-substituted pyrroles under base-mediated conditions.
引用
收藏
页码:3570 / 3574
页数:5
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