Palladium(II)-Catalyzed Selective Monofluorination of Benzoic Acids Using a Practical Auxiliary: A Weak-Coordination Approach

被引:166
作者
Chan, Kelvin S. L. [1 ]
Wasa, Masayuki [1 ]
Wang, Xisheng [1 ]
Yu, Jin-Quan [1 ]
机构
[1] Scripps Res Inst TSRI, Dept Chem, La Jolla, CA 92037 USA
关键词
auxiliaries; benzoic acids; C-H activation; fluorination; weak coordination; C-H BONDS; CATALYTIC ENANTIOSELECTIVE FLUORINATION; REDUCTIVE ELIMINATION; ARYLATION; HALOGENATION; IODINATION; CHEMISTRY;
D O I
10.1002/anie.201102985
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Finally, a choice! A highly selective palladium(II)-catalyzed ortho-monofluorination reaction has been achieved for the first time through a weak coordination (see scheme; Ar=2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl) . Simple modification of this protocol allows for a choice between mono- and difluorination. The mono- and difluorinated benzoic acid derivatives are valuable in the pharmaceutical and agrochemical industries. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9081 / 9084
页数:4
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