Suzuki-Miyaura cross-coupling reactions of unprotected haloimidazoles

J Org Chem. 2014 Sep 19;79(18):8871-6. doi: 10.1021/jo501326r. Epub 2014 Aug 27.

Abstract

An efficient protocol for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of unprotected haloimidazoles is reported. The relatively mild reaction conditions allow for ready access to a wide array of functionalized imidazole derivatives in good to excellent yields. The synthetic utility of this method is demonstrated by the total synthesis of nortopsentin D.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Hydrocarbons, Halogenated / chemistry*
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry*
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Ligands
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Hydrocarbons, Halogenated
  • Imidazoles
  • Indoles
  • Ligands
  • topsentin A
  • Palladium