Titelangaben
Zhang, Yu ; Schilling, Waldemar ; Riemer, Daniel ; Das, Shoubhik:
Metal-free photocatalysts for the oxidation of non-activated alcohols and the oxygenation of tertiary amines performed in air or oxygen.
In: Nature Protocols.
Bd. 15
(2020)
Heft 3
.
- S. 822-839.
ISSN 1750-2799
DOI: https://doi.org/10.1038/s41596-019-0268-x
Abstract
This protocol describes the use of 9-fluorenone as a cheap and non-toxic photocatalyst for the oxidation of non-activated alcohols performed under the irradiation of a blue light-emitting diode. It also describes the use of the similarly cheap and non-toxic photocatalyst rose bengal for the selective α-oxygenation of tertiary amines to produce the corresponding amides in a selective way using the same light source. We have provided detailed instructions on how to assemble the light-emitting diode equipment and set up the photocatalytic reaction, where an oxygen atmosphere is created with an O2-filled balloon. Further details are provided using four example reactions that illustrate how this system works: alcohol oxidation to prepare terephthlalaldehyde and androstanedione, and amine oxidation to make 2-phenyl-3,4-dihydroisoquinolin-1(2H)-one and (4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)m-tolyl)methanone. The times needed to perform these photocatalytic reactions are 18, 76, 22 and 54 h, respectively. We believe that this protocol represents a robust methodology for the late-stage modification of amines and the selective oxidation of steroids.
Weitere Angaben
Publikationsform: | Artikel in einer Zeitschrift |
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Begutachteter Beitrag: | Ja |
Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie Fakultäten Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I > Lehrstuhl Organische Chemie I - Univ.-Prof. Dr. Das Shoubhik Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I |
Titel an der UBT entstanden: | Nein |
Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
Eingestellt am: | 19 Jul 2023 08:21 |
Letzte Änderung: | 08 Nov 2023 11:23 |
URI: | https://eref.uni-bayreuth.de/id/eprint/86181 |