Highly efficient catalytic system for electrophilic amination of arylzinc reagents

DAŞKAPAN T., KOCA S.

Applied Organometallic Chemistry, vol.24, no.1, pp.12-16, 2010 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 24 Issue: 1
  • Publication Date: 2010
  • Doi Number: 10.1002/aoc.1574
  • Journal Name: Applied Organometallic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.12-16
  • Keywords: Amines, C-N bond, Catalysis, Copper catalysis, Cosolvent, Dipolar aprotic solvent, Electrophilic amination, Ligand, Organozinc reagents, Oximes
  • Ankara University Affiliated: Yes

Abstract

The effect of catalyst on the yield of amine in the amination of three classes of arylzinc reagents with acetone oxime O-tosylate was investigated. Since they allowed the preparation of arylamines in excellent yields in the presence of a minimum amount of copper (I) or copper (II) compounds, the catalytic systems using copper (I) or copper (II) combined with a P-, N- or S-donor ligand were revealed to be the best catalysts for the electrophilic amination of arylzinc reagents with acetone oxime O-tosylate in the presence of DMPU. Copyright © 2009 John Wiley & Sons, Ltd.