Copper-Catalyzed Nucleophilic Trifluoromethylation of Allylic Halides: A Simple Approach to Allylic Trifluoromethylation

被引：60

作者：

Miyake, Yoshihiro ^{[1
]}

Ota, Shin-ichi ^{[1
]}

Nishibayashi, Yoshiaki ^{[1
]}

机构：

[1] Univ Tokyo, Sch Engn, Inst Engn Innovat, Bunkyo Ku, Tokyo 1138656, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 42期

关键词：

allylic compounds; copper; fluorine; homogeneous catalysis; trifluoromethylation; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; CONJUGATE ADDITION; ORGANIC-COMPOUNDS; TERMINAL ALKENES; BOND-FORMATION; BORONIC ACIDS; ARENES; PERFLUOROALKYLATION; ARYL;

D O I：

10.1002/chem.201202853

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trifluoromethylation: The treatment of allylic halides with trifluoromethyltrimethylsilane in the presence of a catalytic amount of copper(I) thiophene-2-carboxylate (CuTC) gives the corresponding allylic trifluoromethylation products in good to high yields and with complete regioselectivity (see scheme). The use of THF as a solvent is crucial for obtaining good yields of product. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：13255 / 13258

页数：4

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