Iron sulfide catalyzed redox/condensation cascade reaction between 2-amino/hydroxy nitrobenzenes and activated methyl groups: a straightforward atom economical approach to 2-hetaryl-benzimidazoles and -benzoxazoles

J Am Chem Soc. 2013 Jan 9;135(1):118-21. doi: 10.1021/ja311780a. Epub 2012 Dec 26.

Abstract

Iron sulfide generated in situ from elemental sulfur and iron was found to be highly efficient in catalyzing a redox/condensation cascade reaction between 2-amino/hydroxy nitrobenzenes and activated methyl groups. This method represents a straightforward and highly atom economical approach to 2-hetaryl-benzimidazoles and -benzoxazoles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Benzoxazoles / chemical synthesis*
  • Benzoxazoles / chemistry
  • Catalysis
  • Ferrous Compounds / chemistry*
  • Molecular Structure
  • Nitrobenzenes / chemistry*
  • Oxidation-Reduction
  • Picolines / chemistry*

Substances

  • Benzimidazoles
  • Benzoxazoles
  • Ferrous Compounds
  • Nitrobenzenes
  • Picolines
  • ferrous sulfide