Pd(0)-catalyzed decarboxylative coupling and tandem C-H arylation/decarboxylation for the synthesis of heteroaromatic biaryls

J Org Chem. 2012 Oct 19;77(20):9384-90. doi: 10.1021/jo3015837. Epub 2012 Oct 2.

Abstract

An effective Pd(0) carbene complex was successfully employed in the decarboxylative coupling of the heteroaromatic carboxylic acids (imidazo[1,2-a]pyridine and isoxazole) with aryl halides. For carboxyindoles, either decarboxylative coupling or tandem C-H arylation and decarboxylation occurred, leading to the formation of C2-monoarylated indoles.

MeSH terms

  • Catalysis
  • Decarboxylation
  • Hydrocarbons, Aromatic / chemical synthesis*
  • Hydrocarbons, Aromatic / chemistry
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Hydrocarbons, Aromatic
  • Palladium