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

被引：35

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

页码：1747 / 1751

页数：5

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