Selective C-F Bond Activation: Substitution of Unactivated Alkyl Fluorides using YbI3

被引:51
作者
Traff, Annika M. [1 ]
Janjetovic, Mario [1 ]
Ta, Linda [1 ]
Hilmersson, Goran [1 ]
机构
[1] Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden
基金
瑞典研究理事会;
关键词
chemoselectivity; fluorine; iodine; synthetic methods; ytterbium; PALLADIUM-CATALYZED SUBSTITUTION; ORGANOFLUORINE CHEMISTRY; MAGNESIUM REAGENTS; CLEAVAGE REACTIONS; C(SP(3))-F BONDS; DIFLUOROMETHYLATION; LANTHANIDE; CONVERSION;
D O I
10.1002/anie.201306104
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
F makes the break: The carbon-fluorine single bond is quite strong, thus making aliphatic C-F bond scission unusually challenging. A new methodology utilizing YbI3 leads to the conversion of a C-F bond into a C-I bond, and is compatible with various functional groups. The reaction is exceptionally selective towards alkyl fluorides and proceeds under mild conditions. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12073 / 12076
页数:4
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