Bismuth-catalyzed intermolecular hydroamination of 1,3-dienes with carbamates, sulfonamides, and carboxamides

被引：131
|
作者：
Qin, H [1 ]
Yamagiwa, N [1 ]
Matsunaga, S [1 ]
Shibasaki, M [1 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 05期
关键词：
D O I：
10.1021/ja056112d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A Bi(OTf)(3)/Cu(CH3CN)(4)PF6 system efficiently promoted intermolecular 1:1 hydroamination of 1,3-dienes with various carbamates, sulfonamides, and carboxamides to afford allylic amines in good yield (up to 96%). Reaction proceeded with 0.5-10 mol % catalyst loading at 25-100 degrees C (generally at 50 degrees C) in 1,4-dioxane within 24 h. The Bi(OTf)(3)/Cu(CH3CN)(4)PF6 system constitutes a new entry into series of intermolecular hydroamination catalysis. Mechanistic studies and the postulated reaction mechanism are also discussed.
引用
收藏
页码：1611 / 1614
页数：4
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