Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid

被引:120
作者
Korenaga, T [1 ]
Kosaki, T [1 ]
Fukumura, R [1 ]
Ema, T [1 ]
Sakai, T [1 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci, Dept Synthet Chem, Okayama 7008530, Japan
关键词
D O I
10.1021/ol051866i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] We have found new conditions for the Suzuki-Miyaura coupling reaction applicable to pentafluorophenylboronic acid (C6F5B(OH)2) (1), which is an inactive substrate under normal conditions. The reactions of 1 with phenyl iodide or bromide under Pd(PPh3)(4)/CsF/Ag2O or Pd-2(dba)(3)/P(t-Bu)(3)CsF/Ag2O catalytic system conditions gave 2,3,4,5,6-pentafluoro-1,1'-biphenyl (3a) in more than 90% yields. Combination of CsF and Ag2O was essential for promoting these reactions.
引用
收藏
页码:4915 / 4917
页数:3
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