Tetramethylammonium fluoride tetrahydrate-mediated transition metal-free coupling of aryl iodides with unactivated arenes in air

Kanako Nozawa-Kumada, Kosuke Nakamura, Satoshi Kurosu, Yuki Iwakawa, Charline Denneval, Masanori Shigeno, Yoshinori Kondo

Research output: Contribution to journalLetterpeer-review

1 Citation (Scopus)

Abstract

Biaryls are important compounds with widespread applications in many fields. Tetramethylammonium fluoride tetrahydrate was found to promote the biaryl coupling of aryl iodides bearing electron-withdrawing substituents with unactivated arenes. The reaction takes place at temperatures between 100 and 150°C and can be applied to a wide range of aromatic and heteroaromatic rings, affording the products in moderate to high yields. The reaction does not require strong bases or expensive additives that are employed in the existing methods and can be conducted in air and moisture without any precautions.

Original languageEnglish
Pages (from-to)1042-1045
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume67
Issue number10
DOIs
Publication statusPublished - 2019

Keywords

  • Biaryl
  • Tetramethylammonium fluoride tetrahydrate
  • Transition-metal-free coupling

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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