Iron-catalyzed arylation of heterocycles via directed C-H bond activation

Org Lett. 2014 Feb 7;16(3):868-71. doi: 10.1021/ol403634b. Epub 2014 Jan 22.

Abstract

The iron-catalyzed arylation of aromatic heterocycles, such as pyridines, thiophenes, and furans, has been achieved. The use of an imine directing group allowed for the ortho functionalization of these heterocycles with complete conversion in 15 min at 0 °C. Yields up to 88% were observed in the synthesis of 15 heterocyclic biaryls.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Furans / chemical synthesis*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry*
  • Hydrogen Bonding
  • Iron / chemistry*
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Thiophenes / chemical synthesis*

Substances

  • Furans
  • Heterocyclic Compounds
  • Pyridines
  • Thiophenes
  • Iron