Organocatalytic functionalization of heteroaromatic N-oxides with C-nucleophiles using in situ generated onium amide bases

Org Biomol Chem. 2013 Jul 21;11(27):4438-41. doi: 10.1039/c3ob40782a.

Abstract

Organocatalytic functionalization of heteroaromatic N-oxides was investigated using in situ generated onium amide bases, and C-nucleophiles were efficiently introduced by the sequential addition-elimination reaction under metal-free conditions, affording 2-substituted nitrogen heteroaromatics generally in good to high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Heterocyclic Compounds / chemistry*
  • Nitrogen Oxides / chemistry*
  • Onium Compounds / chemistry*

Substances

  • Amides
  • Heterocyclic Compounds
  • Nitrogen Oxides
  • Onium Compounds