• Title/Summary/Keyword: N-Heterobiarene

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Functionalization of Organotrifluoroborates via Cu-Catalyzed C-N Coupling Reaction

  • Lee, Jung-Hyun;Kim, Heejin;Kim, Taejung;Song, Jung Ho;Kim, Won-Suk;Ham, Jungyeob
    • Bulletin of the Korean Chemical Society
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    • v.34 no.1
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    • pp.42-48
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    • 2013
  • Potassium N-heterobiaryltrifluoroborates were successfully prepared via a selective Cu-catalyzed C-N coupling reaction. The $BF_3K$ moiety was well tolerated under the reaction conditions involving CuI and dimethyl-ethylenediamine (DMEDA) in the presence of DMSO. The Pd-catalyzed Suzuki-Miyaura cross couplings of potassium N-heterobiaryltrifluoroborates with bromoarenes were studied to prepare the N-heterotriaryl compounds. Moreover, homocoupling, iodination, and hydroxylation of potassium N-heterobiaryltrifluoroborates provided the corresponding products in high yields.