Synthesis of some ketones via nano-nickel oxide catalyzed acylation of arylzinc reagents; strategy involving the use of mixed (methyl)(aryl)zincs

Omur Pekel Ö., Erdik E., Kalkan M.

Turkish Journal of Chemistry, vol.42, no.3, pp.759-767, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 3
  • Publication Date: 2018
  • Doi Number: 10.3906/kim-1712-28
  • Journal Name: Turkish Journal of Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED)
  • Page Numbers: pp.759-767
  • Keywords: Mixed diorganozincs, acylation, nickel catalyst, group selectivity, CROSS-COUPLING REACTIONS, ORGANOZINC REAGENTS, GRIGNARD-REAGENTS, ACYL CHLORIDES, ACID-CHLORIDES, ENANTIOSELECTIVE SYNTHESIS, DIORGANOZINC COMPOUNDS, ZINC REAGENTS, ALDEHYDES, REACTIVITY
  • Ankara University Affiliated: Yes

Abstract

© TÜBITAKNano-NiO catalyzed acylation of mixed (methyl)(aryl)zincs with aromatic acyl halides in THF at room temperature provides a new facile route for aryl–aroyl coupling. Among NiCl2 .L2 and NiCl2 .L (L = monodentate and bidentate phosphine ligand) catalysts, the lower catalyst loading of NiCl2 (dppf) may seem attractive; however, nano-NiO, being the lowest cost catalyst, is more favorable for aroylation of (methyl)(aryl)zincs. This procedure also provides a supplement to Cu and Pd catalyzed acylation of diorganozincs.