Cross-coupling of aryllithiums with aryl and vinyl halides in flow microreactors

Chem Asian J. 2012 May;7(5):1061-8. doi: 10.1002/asia.201101019. Epub 2012 Feb 29.

Abstract

The use of Pd catalysts that contained a carbene ligand, such as PEPPSI-SIPr, speeded up the Murahashi coupling of ArLi with ArBr, by enabling its integration with the Br/Li exchange of ArBr with BuLi in flow. Space integration realized the rapid cross-coupling of two different ArBr substrates. However, the cross-coupling reaction with vinyl halides could not be achieved under similar conditions. Pd(OAc)(2) was an effective catalyst, and the space integration of the Br/Li exchange of ArBr with BuLi and the Murahashi coupling with vinyl halides was successfully achieved.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Halogens / chemical synthesis
  • Halogens / chemistry*
  • Hydrocarbons, Aromatic / chemical synthesis
  • Hydrocarbons, Aromatic / chemistry*
  • Ligands
  • Lithium Compounds / chemical synthesis
  • Lithium Compounds / chemistry*
  • Palladium / chemistry
  • Vinyl Compounds / chemical synthesis
  • Vinyl Compounds / chemistry*

Substances

  • Halogens
  • Hydrocarbons, Aromatic
  • Ligands
  • Lithium Compounds
  • Vinyl Compounds
  • Palladium