Decarbonylative C-H coupling of azoles and aryl esters: unprecedented nickel catalysis and application to the synthesis of muscoride A

J Am Chem Soc. 2012 Aug 22;134(33):13573-6. doi: 10.1021/ja306062c. Epub 2012 Aug 7.

Abstract

A nickel-catalyzed decarbonylative C-H biaryl coupling of azoles and aryl esters is described. The newly developed catalytic system does not require the use of expensive metal catalysts or silver- or copper-based stoichiometric oxidants. We have successfully applied this new C-H arylation reaction to a convergent formal synthesis of muscoride A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azoles / chemical synthesis
  • Azoles / chemistry*
  • Catalysis
  • Esters / chemistry
  • Models, Molecular
  • Nickel / chemistry*
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry

Substances

  • Azoles
  • Esters
  • Oxazoles
  • Pyrrolidines
  • muscoride A
  • Nickel