Pichardo, Manuel Carmona, Tavakoli, Ghazal ORCID: 0000-0001-9476-8448, Armstrong, Jessica E., Wilczek, Tobias, Thomas, Bradley E. and Prechtl, Martin H. G. (2020). Copper-Catalyzed Formylation of Amines by using Methanol as the C1 Source. ChemSusChem, 13 (5). S. 882 - 888. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1864-564X

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Abstract

Cu/TEMPO catalyst systems are known for the selective transformation of alcohols to aldehydes, as well as for the simultaneous coupling of alcohols and amines to imines under oxidative conditions. In this study, such a Cu/TEMPO catalyst system is found to catalyze the N-formylation of a variety of amines by initial oxidative activation of methanol as the carbonyl source via formaldehyde and formation of N,O-hemiacetals and oxidation of the latter under very mild conditions. A vast range of amines, including aromatic and aliphatic, primary and secondary, and linear and cyclic amines are formylated under these conditions with good to excellent yields. Moreover, paraformaldehyde can be used instead of methanol for the N-formylation.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Pichardo, Manuel CarmonaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Tavakoli, GhazalUNSPECIFIEDorcid.org/0000-0001-9476-8448UNSPECIFIED
Armstrong, Jessica E.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Wilczek, TobiasUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Thomas, Bradley E.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Prechtl, Martin H. G.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
URN: urn:nbn:de:hbz:38-345528
DOI: 10.1002/cssc.201903266
Journal or Publication Title: ChemSusChem
Volume: 13
Number: 5
Page Range: S. 882 - 888
Date: 2020
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 1864-564X
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
CHEMOSELECTIVE AEROBIC OXIDATION; SELECTIVE N-FORMYLATION; HYDROGEN-PEROXIDE; HOMOGENEOUS CATALYSIS; SECONDARY ALCOHOLS; CARBON-DIOXIDE; FACILE METHOD; FORMIC-ACID; EFFICIENT; ALDEHYDESMultiple languages
Chemistry, Multidisciplinary; Green & Sustainable Science & TechnologyMultiple languages
URI: http://kups.ub.uni-koeln.de/id/eprint/34552

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