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

页码：1611 / 1614

页数：4

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