9-Borabicyclo[3.3.l]nonane-induced Friedel-Crafts benzylation of arenes with benzyl fluorides

被引:15
作者
Guo, Jing [1 ]
Bamford, Karlee L. [1 ]
Stephan, Douglas W. [1 ]
机构
[1] Univ Toronto, Dept Chem, 80 St George St, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
C-F ACTIVATION; BOND ACTIVATION; HYDRODEFLUORINATION; CENTERS;
D O I
10.1039/c9ob00912d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Friedel-Crafts benzylation of arenes with benzyl fluorides using 9-borabicyclo[3.3.l]nonane (9-BBN) as a mediator has been developed. This provides a simple and cheap route to the activation of C-F bonds to synthesize 1,1-diarylmethanes in good to excellent yields (up to 98%) under mild conditions. Functional group tolerance and the mechanism are considered.
引用
收藏
页码:5258 / 5261
页数:4
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