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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
Version: Published version
Publication type: Zeitschriftenaufsatz
License: CC BY-NC-ND
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Journal: Chemistry - a European journal
Pages or article number: 18168
Publisher: Wiley-VCH
Publisher place: Weinheim
Issue date: 2021
ISSN: 1521-3765
Publisher DOI: 10.1002/chem.202103486
Appears in collections:JGU-Publikationen

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