Selective trifluoromethylation and alkynylation of tetrahydroisoquinolines using visible light irradiation by Rose Bengal

被引：98

作者：

Fu, Weijun ^{[1
]}

Guo, Wenbo ^{[1
]}

Zou, Guanglong ^{[2
]}

Xu, Chen ^{[1
]}

机构：

[1] Luoyang Normal Univ, Coll Chem & Chem Engn, Luoyang 471022, Peoples R China

[2] Guizhou Univ Nationalities, Sch Chem & Environm Sci, Guiyang 550025, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2012年 / 140卷

基金：

中国国家自然科学基金;

关键词：

Photooxidation; Visible light; Trifluoromethylation; Alkynylation; Trimethyl(trifluoromethyl)silane; Tetrahydroisoquinoline; SP(3) C-H; CATALYZED OXIDATIVE CYANATION; PHENYLETHANOLAMINE N-METHYLTRANSFERASE; PHOTOREDOX CATALYSIS; TERTIARY-AMINES; BOND ACTIVATION; REDUCTIVE AMINATION; HYDROGEN-PEROXIDE; MOLECULAR-OXYGEN; NITROGEN;

D O I：

10.1016/j.jfluchem.2012.05.009

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A convenient and efficient method for oxidative coupling of tetrahydroisoquinoline derivatives with trimethyl(trifluoromethyl)silane and terminal alkynes to 1-trifluoromethylated or 1-alkynylated tetrahydroisoquinolines via C-H activation was developed using visible light irradiation. The protocol uses Rose Bengal as the catalyst, air as terminal oxidant, and the trifluoromethylation or alkynylation was selectively performed at the alpha-position of nitrogen under extremely mild conditions. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：88 / 94

页数：7

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