Nickel-catalyzed C-H/C-O coupling of azoles with phenol derivatives

Kei Muto, Junichiro Yamaguchi, Kenichiro Itami

Research output: Contribution to journalArticle

248 Citations (Scopus)

Abstract

The first nickel-catalyzed C-H bond arylation of azoles with phenol derivatives is described. The new Ni(cod) 2/dcype catalytic system is active for the coupling of various phenol derivatives such as esters, carbamates, carbonates, sulfamates, triflates, tosylates, and mesylates. With this C-H/C-O biaryl coupling, we synthesized a series of privileged 2-arylazoles, including biologically active alkaloids. Moreover, we demonstrated the utility of the present reaction for functionalizing estrone and quinine.

Original languageEnglish
Pages (from-to)169-172
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number1
DOIs
Publication statusPublished - 2012 Jan 11
Externally publishedYes

Fingerprint

Azoles
Phenol
Nickel
Phenols
Derivatives
Gadiformes
Alkaloids
Mesylates
Quinine
Carbamates
Estrone
Carbonates
Esters
sulfamic acid

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Nickel-catalyzed C-H/C-O coupling of azoles with phenol derivatives. / Muto, Kei; Yamaguchi, Junichiro; Itami, Kenichiro.

In: Journal of the American Chemical Society, Vol. 134, No. 1, 11.01.2012, p. 169-172.

Research output: Contribution to journalArticle

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