Nickel-catalyzed α-arylation of ketones with phenol derivatives

Ryosuke Takise, Kei Muto, Junichiro Yamaguchi, Kenichiro Itami

Research output: Contribution to journalArticle

105 Citations (Scopus)

Abstract

The nickel-catalyzed α-arylation of ketones with readily available phenol derivatives (esters and carbamates) provides access to useful α-arylketones. For this transformation, 3,4-bis(dicyclohexylphosphino) thiophene (dcypt) was identified as a new, enabling, air-stable ligand for this transformation. The intermediate of an assumed C-O oxidative addition was isolated and characterized by X-ray crystal-structure analysis. The nickel-catalyzed α-arylation of ketones with readily available phenol derivatives (esters and carbamates) provides access to useful α-arylketones. The use of 3,4-bis(dicyclohexylphosphino)thiophene (dcypt) as an air-stable ligand enables this transformation. The intermediate of an assumed C-O oxidative addition was isolated and characterized by X-ray crystal-structure analysis.

Original languageEnglish
Pages (from-to)6791-6794
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number26
DOIs
Publication statusPublished - 2014 Jun 23
Externally publishedYes

Fingerprint

Thiophenes
Carbamates
Thiophene
Phenol
Nickel
Ketones
Phenols
Esters
Crystal structure
Ligands
Air
X-Rays
Derivatives
X rays

Keywords

  • C-O activation
  • nickel
  • oxidative addition
  • synthetic methods
  • α-arylation

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Medicine(all)

Cite this

Nickel-catalyzed α-arylation of ketones with phenol derivatives. / Takise, Ryosuke; Muto, Kei; Yamaguchi, Junichiro; Itami, Kenichiro.

In: Angewandte Chemie - International Edition, Vol. 53, No. 26, 23.06.2014, p. 6791-6794.

Research output: Contribution to journalArticle

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