Photoredox catalysis as an efficient tool for the aerobic oxidation of amines and alcohols: Bioinspired demethylations and condensations

Magnus Rueping; Carlos Vila; Anna Szadkowska; Rene M. Koenigs; Jeanne Fronert

doi:10.1021/cs300604k

Photoredox catalysis as an efficient tool for the aerobic oxidation of amines and alcohols: Bioinspired demethylations and condensations

Magnus Rueping^*, Carlos Vila, Anna Szadkowska, Rene M. Koenigs, Jeanne Fronert

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

139 Scopus citations

Abstract

Tertiary amines were readily converted into secondary amines through a photoredox-catalyzed N-demethylation, a bioinspired procedure that resembles nature's enzymatic pathways. Furthermore, the selective oxidation of primary amines as well as primary and secondary alcohols was achieved using photoredox catalysis. The protocols feature low catalyst loadings (1-2 mol %) and offer access to diverse imines and carbonyl compounds.

Original language	English (US)
Pages (from-to)	2810-2815
Number of pages	6
Journal	ACS Catalysis
Volume	2
Issue number	12
DOIs	https://doi.org/10.1021/cs300604k
State	Published - Dec 7 2012
Externally published	Yes

Keywords

N-demethylation
cross dehydrogenative coupling
organic dye
oxidation
oxygen
visible light

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1021/cs300604k

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title = "Photoredox catalysis as an efficient tool for the aerobic oxidation of amines and alcohols: Bioinspired demethylations and condensations",

abstract = "Tertiary amines were readily converted into secondary amines through a photoredox-catalyzed N-demethylation, a bioinspired procedure that resembles nature's enzymatic pathways. Furthermore, the selective oxidation of primary amines as well as primary and secondary alcohols was achieved using photoredox catalysis. The protocols feature low catalyst loadings (1-2 mol %) and offer access to diverse imines and carbonyl compounds.",

keywords = "N-demethylation, cross dehydrogenative coupling, organic dye, oxidation, oxygen, visible light",

author = "Magnus Rueping and Carlos Vila and Anna Szadkowska and Koenigs, {Rene M.} and Jeanne Fronert",

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AU - Rueping, Magnus

AU - Vila, Carlos

AU - Szadkowska, Anna

AU - Koenigs, Rene M.

AU - Fronert, Jeanne

PY - 2012/12/7

Y1 - 2012/12/7

N2 - Tertiary amines were readily converted into secondary amines through a photoredox-catalyzed N-demethylation, a bioinspired procedure that resembles nature's enzymatic pathways. Furthermore, the selective oxidation of primary amines as well as primary and secondary alcohols was achieved using photoredox catalysis. The protocols feature low catalyst loadings (1-2 mol %) and offer access to diverse imines and carbonyl compounds.

AB - Tertiary amines were readily converted into secondary amines through a photoredox-catalyzed N-demethylation, a bioinspired procedure that resembles nature's enzymatic pathways. Furthermore, the selective oxidation of primary amines as well as primary and secondary alcohols was achieved using photoredox catalysis. The protocols feature low catalyst loadings (1-2 mol %) and offer access to diverse imines and carbonyl compounds.

KW - N-demethylation

KW - cross dehydrogenative coupling

KW - organic dye

KW - oxidation

KW - oxygen

KW - visible light

UR - http://www.scopus.com/inward/record.url?scp=84870945445&partnerID=8YFLogxK

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Photoredox catalysis as an efficient tool for the aerobic oxidation of amines and alcohols: Bioinspired demethylations and condensations

Abstract

Keywords

ASJC Scopus subject areas

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