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

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...

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Autores principales: Flynn, Matthew T., Liu, Xin, Dell'Acqua, Andrea, Rabeah, Jabor, Brückner, Angelika, Baráth, Eszter, Tin, Sergey, de Vries, Johannes G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826180/
https://www.ncbi.nlm.nih.gov/pubmed/35947792
http://dx.doi.org/10.1002/cssc.202201264
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author Flynn, Matthew T.
Liu, Xin
Dell'Acqua, Andrea
Rabeah, Jabor
Brückner, Angelika
Baráth, Eszter
Tin, Sergey
de Vries, Johannes G.
author_facet Flynn, Matthew T.
Liu, Xin
Dell'Acqua, Andrea
Rabeah, Jabor
Brückner, Angelika
Baráth, Eszter
Tin, Sergey
de Vries, Johannes G.
author_sort Flynn, Matthew T.
collection PubMed
description 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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spelling pubmed-98261802023-01-09 Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines Flynn, Matthew T. Liu, Xin Dell'Acqua, Andrea Rabeah, Jabor Brückner, Angelika Baráth, Eszter Tin, Sergey de Vries, Johannes G. ChemSusChem Research Articles 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. John Wiley and Sons Inc. 2022-09-08 2022-10-21 /pmc/articles/PMC9826180/ /pubmed/35947792 http://dx.doi.org/10.1002/cssc.202201264 Text en © 2022 The Authors. ChemSusChem published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Flynn, Matthew T.
Liu, Xin
Dell'Acqua, Andrea
Rabeah, Jabor
Brückner, Angelika
Baráth, Eszter
Tin, Sergey
de Vries, Johannes G.
Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title_full Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title_fullStr Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title_full_unstemmed Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title_short Glycolaldehyde as a Bio‐Based C(1) Building Block for Selective N‐Formylation of Secondary Amines
title_sort glycolaldehyde as a bio‐based c(1) building block for selective n‐formylation of secondary amines
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826180/
https://www.ncbi.nlm.nih.gov/pubmed/35947792
http://dx.doi.org/10.1002/cssc.202201264
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