Palladium-catalyzed C-H homocoupling of furans and thiophenes using oxygen as the oxidant

Org Lett. 2014 May 16;16(10):2732-5. doi: 10.1021/ol501019y. Epub 2014 May 7.

Abstract

A general and efficient palladium-catalyzed intermolecular direct C-H homocoupling of furans and thiophenes has been developed. The reaction is characterized by using molecular oxygen as the sole oxidant and complete C5-position regioselectivity. Both C2- and C3-substituted furans or thiophenes are appropriate substrates. The approach provides a straightforward, facile, and economical route to bifurans and bithiophenes under mild reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Furans / chemical synthesis
  • Furans / chemistry*
  • Heterocyclic Compounds, 2-Ring / chemical synthesis*
  • Heterocyclic Compounds, 2-Ring / chemistry
  • Molecular Structure
  • Oxidants / chemistry*
  • Oxygen / chemistry*
  • Palladium / chemistry*
  • Thiophenes / chemical synthesis
  • Thiophenes / chemistry*

Substances

  • Furans
  • Heterocyclic Compounds, 2-Ring
  • Oxidants
  • Thiophenes
  • Palladium
  • Oxygen