Copper-Catalyzed Trifluoromethylation of Acrylamides Coupled with Indole Dearomatization: Access to Trifluoromethyl-Substituted Spiro[indole-3,3′-pyrrolidine] Derivatives

被引：32

作者：

Han, Guifang ^{[1
]}

Wang, Qiang ^{[1
]}

Chen, Linwei ^{[1
]}

Liu, Yuxiu ^{[1
]}

Wang, Qingmin ^{[1
]}

机构：

[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Res Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 04期

基金：

中国国家自然科学基金;

关键词：

copper; dearomatization; regioselectivity; spiroindolines; trifluoromethylation; LIGHT-INDUCED TRIFLUOROMETHYLATION; ALLYLIC DEAROMATIZATION; BOND FORMATION; OXIDATIVE TRIFLUOROMETHYLATION; ENANTIOSELECTIVE CONSTRUCTION; ASYMMETRIC DEAROMATIZATION; UNACTIVATED ALKENES; CONVENIENT ACCESS; CASCADE; AMINOTRIFLUOROMETHYLATION;

D O I：

10.1002/adsc.201500988

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A copper-catalyzed cascade reaction involving trifluoromethylation of acrylamides coupled with ring closure and indole dearomatization is reported. This facile transformation was highly regioselective and proceeded under mild conditions, allowing efficient access to trifluoromethyl-substituted spiro[indole-3,3-pyrrolidine] derivatives, which are of increasing interest to the pharmaceutical industry.

引用

页码：561 / 566

页数：6

共 29 条

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[3] Simple access to β-trifluoromethyl-substituted ketones via copper-catalyzed ring-opening trifluoromethylation of substituted cyclopropanols
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[10] Copper-catalyzed chemoselective C-H functionalization/dearomatization sequence: direct access to indole-based spirocyclic scaffolds
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