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

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.

SUBMITTER: Flynn MT

PROVIDER: S-EPMC9826180 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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

Flynn Matthew T MT Liu Xin X Dell'Acqua Andrea A Rabeah Jabor J Brückner Angelika A Baráth Eszter E Tin Sergey S de Vries Johannes G JG

ChemSusChem 20220908 20

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. ...[more]

PMID: 35947792

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