Suzuki-Miyaura cross-coupling reactions of benzyl halides with potassium aryltrifluoroborates

被引:160
|
作者
Molander, Gary A. [1 ]
Elia, Maxwell D. [1 ]
机构
[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 24期
关键词
D O I
10.1021/jo061699f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The palladium-catalyzed cross-coupling of potassium aryltrifluoroborates with benzylic halides occurs in good yield with high functional group tolerance. The increased stability of potassium aryltrifluoroborates compared to other boron coupling partners makes this an effective route to functionalized methylene-linked biaryl systems.
引用
收藏
页码:9198 / 9202
页数:5
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