A Ritter-Type Reaction: Direct Electrophilic Trifluoromethylation at Nitrogen Atoms Using Hypervalent Iodine Reagents

被引：129

作者：

Niedermann, Katrin ^{[1
]}

Frueh, Natalja ^{[1
]}

Vinogradova, Ekaterina ^{[1
]}

Wiehn, Matthias S. ^{[1
]}

Moreno, Aitor ^{[1
]}

Togni, Antonio ^{[1
]}

机构：

[1] Swiss Fed Inst Technol, Dept Chem & Angew Biowissensch, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 05期

关键词：

electrophilic addition; hypervalent compounds; nitrogen heterocycles; synthetic methods; trifluoromethylation; SULFUR-TETRAFLUORIDE; FLUORINATION; DERIVATIVES; AMINES; ETHERS; SALTS; ACIDS;

D O I：

10.1002/anie.201006021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Acid-catalyzed electrophilic trifluoromethylation of nitriles in the presence of azoles leads to N-(trifluoromethyl)imine derivatives. The source of the trifluoromethyl group is a readily prepared and easy-to-handle hypervalent iodine(III) reagent (see scheme; HNTf2=bis(N- (trifluoromethanesulfonyl)imide). This Ritter-type reaction is astraightforward approach to N-(trifluoromethyl)imidoyl azoles, compounds otherwise very difficult to access. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1059 / 1063

页数：5

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