Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid

Toshinobu Korenaga, Takahiro Kosaki, Rokki Fukumura, Tadashi Ema, Takashi Sakai

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Abstract

(Chemical Equation Presented) 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.

Original languageEnglish
Pages (from-to)4915-4917
Number of pages3
JournalOrganic Letters
Volume7
Issue number22
DOIs
Publication statusPublished - Oct 27 2005

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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