Functionalization of organotrifluoroborates via CU-catalyzed C-N coupling reaction

Jung Hyun Lee, Heejin Kim, Taejung Kim, Jung Ho Song, Won Suk Kim, Jungyeob Ham

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Potassium N-heterobiaryltrifluoroborates were successfully prepared via a selective Cu-catalyzed C-N coupling reaction. The BF3K moiety was well tolerated under the reaction conditions involving CuI and dimethylethylenediamine (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.

Original languageEnglish
Pages (from-to)42-48
Number of pages7
JournalBulletin of the Korean Chemical Society
Volume34
Issue number1
DOIs
Publication statusPublished - 2013 Jan 20
Externally publishedYes

Keywords

  • Chan-Lam coupling
  • Cu-catalyzed C-N coupling
  • N-Heterobiarene
  • Organotrifluoroborate
  • Potassium N-heterobiaryltrifluoroborates

ASJC Scopus subject areas

  • Chemistry(all)

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