Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates

Jérôme Canivet, Junichiro Yamaguchi, Ikuya Ban, Kenichiro Itami

Research output: Contribution to journalArticle

243 Citations (Scopus)

Abstract

Ni-based catalytic systems for the arylation of heteroarenes with aryl halides and triflates have been established. Ni(OAc) 2/bipy is a general catalyst for aryl bromides/iodides, and Ni(OAc) 2/dppf is effective for aryl chlorides/triflates. Thiazole, benzothiazole, oxazole, benzoxazole, and benzimidazole are applicable as heteroarene coupling partners. A rapid synthesis of febuxostat, a drug for gout and hyperuricemia, is also demonstrated.

Original languageEnglish
Pages (from-to)1733-1736
Number of pages4
JournalOrganic Letters
Volume11
Issue number8
DOIs
Publication statusPublished - 2009 Apr 16
Externally publishedYes

Fingerprint

Benzoxazoles
Oxazoles
oxazole
Thiazoles
Hyperuricemia
Gout
Iodides
Nickel
Bromides
iodides
halides
Chlorides
bromides
drugs
chlorides
nickel
catalysts
Catalysts
synthesis
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates. / Canivet, Jérôme; Yamaguchi, Junichiro; Ban, Ikuya; Itami, Kenichiro.

In: Organic Letters, Vol. 11, No. 8, 16.04.2009, p. 1733-1736.

Research output: Contribution to journalArticle

Canivet, Jérôme ; Yamaguchi, Junichiro ; Ban, Ikuya ; Itami, Kenichiro. / Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates. In: Organic Letters. 2009 ; Vol. 11, No. 8. pp. 1733-1736.
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