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

Von Wiley-VCH zur Verfügung gestellt

Build it better: Glycolaldehyde, which is obtainable from glucose or biomass pyrolysis oil, can be employed as a C1 building block for the N-formylation of secondary amines. The reaction is highly efficient and requires only air as oxidant. The proposed radical mechanism was investigated by NMR and EPR spectroscopy and ESI-MS.


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.

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