Suzuki−Miyaura Coupling Reaction Using Pentafluorophenylboronic Acid
2005; American Chemical Society; Volume: 7; Issue: 22 Linguagem: Inglês
10.1021/ol051866i
ISSN1523-7060
AutoresToshinobu Korenaga, Takahiro Kosaki, Rokki Fukumura, Tadashi Ema, Takashi Sakai,
Tópico(s)Organoboron and organosilicon chemistry
Resumo[reaction: see text] We have found new conditions for the Suzuki-Miyaura coupling reaction applicable to pentafluorophenylboronic acid (C(6)F(5)B(OH)(2)) (1), which is an inactive substrate under normal conditions. The reactions of 1 with phenyl iodide or bromide under Pd(PPh(3))(4)/CsF/Ag(2)O or Pd(2)(dba)(3)/P(t-Bu)(3)/CsF/Ag(2)O catalytic system conditions gave 2,3,4,5,6-pentafluoro-1,1'-biphenyl (3a) in more than 90% yields. Combination of CsF and Ag(2)O was essential for promoting these reactions.
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