Ru-Catalyzed C(sp2)−H Bond Arylation of Benzamides Bearing a Novel 4-Aminoantipyrine as a Directing Group

Hamad H. Al Mamari*, Diana Al Kiumi, Tamadher Al Rashdi, Huda Al Quraini, Malak Al Rashdi, Sumayya Al Sheraiqi, Sara Al Harmali, Mohammed Al Lamki, Ahmed Al Sheidi, Asma Al Zadjali

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A novel design-based removable N,O-bidentate directing group based on cheap and commercially available 4-aminoantipyrine (AAP) is reported. Aromatic AP amides bearing 4-aminoantipyrine underwent efficient Ru-catalyzed C(sp2)−H arylation using [RuCl2(PPh3)3] as a catalyst and aryl bromides as electrophiles. The novel bidentate directing group enabled the C−H functionalization reaction with good scope, good functional group tolerance and in decent yields.

Original languageEnglish
Pages (from-to)3598-3603
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2021
Issue number25
DOIs
Publication statusPublished - Jul 7 2021
Externally publishedYes

Keywords

  • 4-Aminoantipyrine
  • Chelation Assistance
  • C−H Functionalization
  • Directing group
  • Ru-Catalysis

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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