4.8 Article

Glycolaldehyde as a Bio-Based C-1 Building Block for Selective N-Formylation of Secondary Amines

Journal

CHEMSUSCHEM
Volume 15, Issue 20, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202201264

Keywords

amines; formylation; glycolaldehyde; oxidation; platform chemicals

Funding

  1. China Scholarship Council (CSC) [201708530236]
  2. Fachagentur Nachwachsende Rohstoffe e. V. (FNR) [2219NR171]
  3. Projekt DEAL

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In this study, biomass derived glycolaldehyde was used as a C1 building block for the N-formylation of secondary amines using air as an oxidant. The reaction showed atom economy, high selectivity, and could proceed without the need for a catalyst. Mechanistic studies indicated a radical oxidation pathway.
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.

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