Ruthenium-Catalyzed Functionalization of Aryl Carbon-Oxygen Bonds in Aromatic Ethers with Organoboron Compounds

Fumitoshi Kakiuchi, Mayumi Usui, Satoshi Ueno, Naoto Chatani, Shinji Murai

Research output: Contribution to journalArticle

186 Citations (Scopus)

Abstract

The ruthenium-catalyzed reaction of aryl ethers having a carbonyl group at the ortho position to the ether group with organoboronates (R?B(OCH2CMe2CH2O), R = aryl, alkenyl, and alkyl) resulted in site-selective C?C bond formation. Among the transition metal complexes screened, the RuH2(CO)(PPh3)3 complex showed the highest activity. Several aromatic ketones having methoxy or phenoxy groups at the ortho position can also be used in this coupling reaction. A variety of arylboronates containing electron-donating (NMe2, OMe, methyl, and vinyl) and -withdrawing (F and CF3) groups reacted with methoxy ketones to give the corresponding coupling products in high yields.

Original languageEnglish
Pages (from-to)2706-2707
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number9
DOIs
Publication statusPublished - 2004 Mar 10
Externally publishedYes

ASJC Scopus subject areas

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

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