A dramatic enhancing effect of InBr3 towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylanilines

被引：11
|
作者：
Ikeda, A. [1 ]
Omote, M. [1 ]
Kusumoto, K. [1 ]
Komori, M. [1 ]
Tarui, A. [1 ]
Sato, K. [1 ]
Ando, A. [1 ]
机构：
[1] Setsunan Univ, Fac Pharmaceut Sci, 45-1 Nagaotoge Cho, Hirakata, Osaka 5730101, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 06期
关键词：
ONE-POT SYNTHESIS; COPPER-FREE; TERMINAL ALKYNES; AMINE-FREE; INDOLE ALKALOIDS; ARYL BROMIDES; EFFICIENT; CATALYST; HALIDES; CARBON;
D O I：
10.1039/c5ob02558c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The addition of InBr3 to the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with (E)-trimethyl(3,3,3-trifluoroprop-1-enyl)silane led to a dramatic increase in the reactivity to afford the corresponding 1,3-enynes bearing a trifluoromethyl group on their terminal sp(2) carbon. The subsequent cyclization of these 1,3-enynes under palladium catalysis provides access to the corresponding indoles bearing a 3,3,3-trifluoroprop-1-enyl group at their 2-position.
引用
收藏
页码：2127 / 2133
页数：7
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