Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles

被引:75
|
作者
Vasilopoulos, Aristidis [1 ]
Golden, Dung L. [1 ]
Buss, Joshua A. [1 ]
Stahl, Shannon S. [1 ]
机构
[1] Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA
关键词
BONDS; ACTIVATION; AMINATION; FUNCTIONALIZATION;
D O I
10.1021/acs.orglett.0c02238
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Site-selective transformation of benzylic C-H bonds into diverse functional groups is achieved via Cu-catalyzed C-H fluorination with N-fluorobenzenesulfonimide (NFSI), followed by substitution of the resulting fluoride with various nucleophiles. The benzyl fluorides generated in these reactions are reactive electrophiles in the presence of hydrogen-bond donors or Lewis acids, allowing them to be used without isolation in C-O, C-N, and C-C coupling reactions.
引用
收藏
页码:5753 / 5757
页数:5
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