Petersen, Wade F, Taylor, Richard J K orcid.org/0000-0002-5880-2490 and Donald, James R orcid.org/0000-0002-2176-4902 (2017) Photoredox-catalyzed procedure for carbamoyl radical generation:3,4-dihydroquinolin-2-one and quinolin-2-one synthesis. Organic and Biomolecular Chemistry. 5831–5845. ISSN 1477-0539
Abstract
A reductive approach for carbamoyl radical generation from N-hydroxyphthalimido oxamides under photoredox catalysis is outlined. This strategy was applied to the synthesis of 3,4-dihydroquinolin-2-ones via the intermolecular addition/cyclization of carbamoyl radicals with electron deficient olefins in a mild, redox-neutral manner. Under a general set of reaction conditions, diversely substituted 3,4-dihydroquinolin-2-ones, including spirocyclic systems can be prepared. By using chlorine-substituted olefins, aromatic quinolin-2-ones can also be accessed.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © The Royal Society of Chemistry 2017. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details. |
Keywords: | Journal Article |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 18 Jul 2017 09:30 |
Last Modified: | 26 Jan 2025 00:11 |
Published Version: | https://doi.org/10.1039/c7ob01274h |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/c7ob01274h |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:119189 |
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