Palladium-catalyzed ortho-selective C-H borylation of 2-phenylpyridine and its derivatives at room temperature

Yoichiro Kuninobu, Takashi Iwanaga, Tetsuya Omura, Kazuhiko Takai

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

Boron delivery: C-H borylation at the ortho-position of aromatic compounds is promoted by the treatment of 2-phenylpyridine, or its derivatives, with 9-borabicyclo[3.3.1]nonane in the presence of a palladium catalyst. This reaction proceeds at room temperature and can be conducted without the palladium catalyst at higher temperatures. In both cases, the regioselectivity is controlled by Lewis acid-base interaction between the boron and nitrogen atoms.

Original languageEnglish
Pages (from-to)4431-4434
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number16
DOIs
Publication statusPublished - Apr 15 2013

Keywords

  • Lewis acid
  • Lewis base
  • borylation
  • palladium
  • regioselectivity

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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