Glycolaldehyde as a Bio-Based C1 Building Block for Selective N-Formylation of Secondary Amines

ChemSusChem. 2022 Oct 21;15(20):e202201264. doi: 10.1002/cssc.202201264. Epub 2022 Sep 8.

Abstract

Biomass derived glycolaldehyde was employed as C1 building block for the N-formylation of secondary amines using air as oxidant. The reaction is atom economic, highly selective and proceeds under catalyst free conditions. This strategy can be used for the synthesis of cyclic and acyclic formylamines, including DMF. Mechanistic studies suggest a radical oxidation pathway.

Keywords: amines; formylation; glycolaldehyde; oxidation; platform chemicals.

MeSH terms

  • Acetaldehyde*
  • Amines*
  • Catalysis
  • Oxidants

Substances

  • Amines
  • glycolaldehyde
  • Acetaldehyde
  • Oxidants