Trifluoromethylation of Allylsilanes under Copper Catalysis

被引：111

作者：

Mizuta, Satoshi ^{[1
]}

Galicia-Lopez, Oscar ^{[1
]}

Engle, Keary M. ^{[1
]}

Verhoog, Stefan ^{[1
]}

Wheelhouse, Katherine ^{[2
]}

Rassias, Gerasimos ^{[2
]}

Gouverneur, Veronique ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

[2] GlaxoSmithKline R&D, Med Discovery & Dev, Stevenage SG1 2NY, Herts, England

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 28期

基金：

英国工程与自然科学研究理事会;

关键词：

allylsilanes; copper; homogeneous catalysis; radicals; trifluoromethylation; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; MILD ELECTROPHILIC TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; ALLYLIC FLUORIDES; SALT SYSTEM; REAGENTS; RADICALS; SILICON; BETA; CARBON;

D O I：

10.1002/chem.201201707

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Branched allylic CF 3 products are accessible by copper-catalyzed trifluoromethylation of allylsilanes with the Togni reagent I. The silyl group is critical to control the outcome of this reaction because in its absence, a product of addition between the alkene and the Togni reagent is formed preferentially. The reaction is inhibited with 2,2,6,6-tetramethyl-1- piperidinyloxy (TEMPO) and is likely to operate via multiple reaction pathways. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8583 / 8587

页数：5

共 65 条

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