Synthesis of 3-Aryl-2-(trifluoromethyl)indoles via Copper-Catalyzed Hydroarylation and Subsequent Cadogan Cyclization

被引：33
|
作者：
Yamamoto, Yoshishiko [1 ]
Ohkubo, Erina [1 ]
Shibuya, Masatoshi [1 ]
机构：
[1] Nagoya Univ, Grad Sch Pharmaceut Sci, Dept Basic Med Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 10期
关键词：
Copper; molybdenum; fluorine; alkyne; indole; C-H TRIFLUOROMETHYLATION; REDUCTIVE CYCLIZATION; MEDICINAL CHEMISTRY; ORGANIC-SYNTHESIS; FLUORINE; INDOLES; ALKYNES; 3-PHENYLINDOLE; CARBAZOLES; ACETYLENES;
D O I：
10.1002/adsc.201700122
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The copper-catalyzed hydroarylation of (trifluoromethyl)alkynes with (o-nitrophenyl)boronic acids selectively afforded trisubstituted (trifluoromethyl)alkenes bearing an o-nitrophenyl group. The obtained hydroarylation products were converted into 3-aryl-2-(trifluoromethyl)indoles in high yields via molybdenum-catalyzed Cadogan cyclization. Similarly, the hydroarylation product prepared from (o-nitrophenyl)(trifluoromethyl)alkyne and (p-anisyl)boronic acid also underwent Cadogan cyclization, albeit with a longer reaction time, affording the desired indole product in a high yield.
引用
收藏
页码：1747 / 1751
页数：5
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