Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-8026
Authors: | Brauer, Jan Quraishi, Elisabeth Kammer, Lisa Marie Opatz, Till |
Title: | Nickel-mediated photoreductive cross coupling of carboxylic acid derivatives for ketone synthesis |
Online publication date: | 24-Oct-2022 |
Year of first publication: | 2021 |
Language: | english |
Abstract: | A simple visible light photochemical, nickel-catalyzed synthesis of ketones from carboxylic acid-derived precursors is presented. Hantzsch ester (HE) functions as a cheap, green and strong photoreductant to facilitate radical generation and also engages in the Ni-catalytic cycle to restore the reactive species. With this dual role, HE allows for the coupling of a large variety of radicals (1°,2°, benzylic, α-oxy & α-amino) with aroyl and alkanoyl moieties, a new feature in reactions of this type. With both precursors deriving from abundant carboxylic acids, this protocol is a welcome addition to the organic chemistry toolbox. The reaction proceeds under mild conditions without the need for toxic metal reagents or bases and shows a wide scope, including pharmaceuticals and complex molecular architectures. |
DDC: | 540 Chemie 540 Chemistry and allied sciences |
Institution: | Johannes Gutenberg-Universität Mainz |
Department: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Place: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-8026 |
Version: | Published version |
Publication type: | Zeitschriftenaufsatz |
License: | CC BY-NC-ND |
Information on rights of use: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Journal: | Chemistry - a European journal 27 72 |
Pages or article number: | 18168 18174 |
Publisher: | Wiley-VCH |
Publisher place: | Weinheim |
Issue date: | 2021 |
ISSN: | 1521-3765 |
Publisher DOI: | 10.1002/chem.202103486 |
Appears in collections: | JGU-Publikationen |
Files in This Item:
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![]() | nickelmediated_photoreductive-20221024122840656.pdf | 385.65 kB | Adobe PDF | View/Open |