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

Article


Flynn, Matthew T., Liu, Xin, Dell'Acqua, A., Rabeah, Jabor, Brueckner, Angelika, Barath, Eszter, Tin, Sergey and de Vries, Johannes G.. 2022. "Glycolaldehyde as a Bio-Based C1 Building Block for Selective N-Formylation of Secondary Amines." ChemSusChem: chemistry and sustainability, energy and materials. 15 (20), pp. 1-6. https://doi.org/10.1002/cssc.202201264
Article Title

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

ERA Journal ID1615
Article CategoryArticle
AuthorsFlynn, Matthew T., Liu, Xin, Dell'Acqua, A., Rabeah, Jabor, Brueckner, Angelika, Barath, Eszter, Tin, Sergey and de Vries, Johannes G.
Journal TitleChemSusChem: chemistry and sustainability, energy and materials
Journal Citation15 (20), pp. 1-6
Article Numbere202201264
Number of Pages6
Year21 Oct 2022
PublisherJohn Wiley & Sons
Place of PublicationGermany
ISSN1864-5631
1864-564X
Digital Object Identifier (DOI)https://doi.org/10.1002/cssc.202201264
Web Address (URL)https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cssc.202201264
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.

Keywordsamines; formylation; glycolaldehyde; oxidation; platform chemicals
Contains Sensitive ContentDoes not contain sensitive content
ANZSRC Field of Research 2020340504. Organic green chemistry
Byline AffiliationsLeibniz Institute for Catalysis, Germany
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