Copper-Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate

被引：226

作者：

Knauber, Thomas ^{[1
]}

Arikan, Fatih ^{[2
]}

Roeschenthaler, Gerd-Volker ^{[2
]}

Goossen, Lukas J. ^{[1
]}

机构：

[1] TU Kaiserslautern, Fachbereich Organ Chem, D-67663 Kaiserslautern, Germany

[2] Jacobs Univ Bremen, Sch Sci & Engn, D-28759 Bremen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 09期

关键词：

aryl iodide; boron; copper; synthetic methods; trifluoromethylation; CF3; RADICALS; ASYMMETRIC FLUORINATION; REDUCTIVE ELIMINATION; CONVENIENT METHOD; STRATEGIES; CHEMISTRY; PALLADIUM; AGENTS;

D O I：

10.1002/chem.201002749

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Potassium (trifluoromethyl)trimethoxyborate is introduced as a new source of CF3 nucleophiles in copper-catalyzed trifluoromethylation reactions. The crystalline salt is stable on storage, easy to handle, and can be obtained in near-quantitative yields simply by mixing B(OMe)(3), CF3SiMe3, and KF. The trifluoromethylation reagent allows the conversion of various aryl iodides into the corresponding benzotrifluorides in high yields under mild, base-free conditions in the presence of catalytic quantities of a Cu-I/1,10-phenanthroline complex.

引用

页码：2689 / 2697

页数：9

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