An Indium(III)-Catalyzed Synthesis of 4,4-Dichloro-1-aryl-N-alkyl-1-yn-3-amines via an Intermolecular C(sp2)-C(sp) Bond Formation

被引：14
|
作者：
Malakar, Chandi C. [1 ]
Maes, Bert U. W. [1 ]
Tehrani, Kourosch Abbaspour [1 ]
机构：
[1] Univ Antwerp, Fac Sci, B-2020 Antwerp, Belgium
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2012年 / 354卷 / 18期
关键词：
A2-coupling; C?H activation; a-chloro imines; indium(III) catalysis; propargylic amines; TERMINAL ALKYNES; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC ALKYNYLATION; DIRECT-ADDITION; IMINES; PROPARGYLAMINES; ALDEHYDES; EFFICIENT; ACTIVATION; NUCLEOPHILES;
D O I：
10.1002/adsc.201200680
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
This paper demonstrates an indium(III) triflate-catalyzed reaction of electron-deficient a,a-dichloroaldimines with terminal alkynes leading to a rapid and selective access to highly functionalized propargylic amines in good to excellent yields. The dichloromethylene moiety of the aldimine acts as an activating group to accomplish this transformation under very mild conditions.
引用
收藏
页码：3461 / 3467
页数：7
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