Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Jan Brauer
- Elisabeth Quraishi
- Lisa Marie Kammer
- Till Opatz
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000721461000001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1002/chem.202103486
- eISSN
- 1521-3765
- Externe Identifier
- Clarivate Analytics Document Solution ID: XT2JS
- PubMed Identifier: 34709698
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 72
- Zeitschrift
- CHEMISTRY-A EUROPEAN JOURNAL
- Schlüsselwörter
- carboxylic acids
- ketones
- nickel
- photocatalysis
- radicals
- Paginierung
- 18168 - 18174
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Titel
- Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**
- Sub types
- Article
- Ausgabe der Zeitschrift
- 27
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>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.</jats:p>
- Autoren
- Jan Brauer
- Elisabeth Quraishi
- Lisa Marie Kammer
- Till Opatz
- DOI
- 10.1002/chem.202103486
- eISSN
- 1521-3765
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 72
- Zeitschrift
- Chemistry – A European Journal
- Sprache
- en
- Online publication date
- 2021
- Paginierung
- 18168 - 18174
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Herausgeber
- Wiley
- Herausgeber URL
- http://dx.doi.org/10.1002/chem.202103486
- Datum der Datenerfassung
- 2024
- Titel
- Nickel‐Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**
- Ausgabe der Zeitschrift
- 27
Datenquelle: Crossref
- 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.
- Addresses
- Department of Chemistry, Johannes Gutenberg University, Duesbergweg 10-14, Mainz, 55128, Germany.
- Autoren
- Jan Brauer
- Elisabeth Quraishi
- Lisa Marie Kammer
- Till Opatz
- DOI
- 10.1002/chem.202103486
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Identifier: 34709698
- PubMed Central ID: PMC9298811
- Funding acknowledgements
- Alliance for High Performance Computing in Rhineland Palatinate:
- Open access
- true
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 72
- Zeitschrift
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Schlüsselwörter
- Nickel
- Carboxylic Acids
- Ketones
- Oxidation-Reduction
- Catalysis
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2021
- Open access status
- Open Access
- Paginierung
- 18168 - 18174
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Publisher licence
- CC BY-NC-ND
- Datum der Datenerfassung
- 2021
- Titel
- Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis.
- Sub types
- research-article
- Journal Article
- Ausgabe der Zeitschrift
- 27
Files
https://europepmc.org/articles/PMC9298811?pdf=render
Datenquelle: Europe PubMed Central
- 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.
- Autoren
- Jan Brauer
- Elisabeth Quraishi
- Lisa Marie Kammer
- Till Opatz
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/34709698
- DOI
- 10.1002/chem.202103486
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Central ID: PMC9298811
- Funding acknowledgements
- Alliance for High Performance Computing in Rhineland Palatinate:
- Ausgabe der Veröffentlichung
- 72
- Zeitschrift
- Chemistry
- Schlüsselwörter
- carboxylic acids
- ketones
- nickel
- photocatalysis
- radicals
- Carboxylic Acids
- Catalysis
- Ketones
- Nickel
- Oxidation-Reduction
- Sprache
- eng
- Country
- Germany
- Paginierung
- 18168 - 18174
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2021
- Titel
- Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 27
Datenquelle: PubMed
- Author's licence
- CC-BY-NC-ND
- Autoren
- Jan Brauer
- Elisabeth Quraishi
- Lisa Marie Kammer
- Till Opatz
- Hosting institution
- Universitätsbibliothek Mainz
- Sammlungen
- JGU-Publikationen
- Resource version
- Published version
- DOI
- 10.1002/chem.202103486
- File(s) embargoed
- false
- Open access
- true
- ISSN
- 1521-3765
- Ausgabe der Veröffentlichung
- 72
- Zeitschrift
- Chemistry - a European journal
- Schlüsselwörter
- 540 Chemie
- 540 Chemistry and allied sciences
- Sprache
- eng
- Open access status
- Open Access
- Paginierung
- 18168 - 18174
- Datum der Veröffentlichung
- 2021
- Public URL
- https://openscience.ub.uni-mainz.de/handle/20.500.12030/8041
- Herausgeber
- Wiley-VCH
- Datum der Datenerfassung
- 2022
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2022
- Zugang
- Public
- Titel
- Nickel-mediated photoreductive cross coupling of carboxylic acid derivatives for ketone synthesis
- Ausgabe der Zeitschrift
- 27
Files
nickelmediated_photoreductive-20221024122840656.pdf
Datenquelle: OPENSCIENCE.UB
- Beziehungen:
- Eigentum von