Easily accessible and highly tunable indolyl phosphine ligands for Suzuki-Miyaura coupling of aryl chlorides

Org Lett. 2007 Jul 19;9(15):2795-8. doi: 10.1021/ol070898y. Epub 2007 Jun 28.

Abstract

This study describes a new class of easily accessible indolyl phosphine ligands, prepared via an efficient protocol involving Fischer indolization from readily available phenylhydrazine and substituted acetophenones. This versatile ligand scaffold provides beneficial features, including high potential of steric and electronic tunability. The air-stable indolyl phosphines in combination with a palladium metal precursor provide highly effective catalysts for Suzuki-Miyaura coupling of unactivated aryl chlorides, and the catalyst loading down to 0.02 mol % can be achieved.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chlorides / chemistry*
  • Indoles / chemistry*
  • Ligands
  • Palladium / chemistry
  • Phosphines / chemistry*

Substances

  • Chlorides
  • Indoles
  • Ligands
  • Phosphines
  • Palladium