Inprung, Nantachai, James, Michael J orcid.org/0000-0003-2591-0046, Taylor, Richard J K orcid.org/0000-0002-5880-2490 et al. (1 more author) (2021) A Thiol-Mediated Three-Step Ring Expansion Cascade for the Conversion of Indoles into Functionalized Quinolines. Organic letters. pp. 2063-2068. ISSN 1523-7052
Abstract
An operationally simple, high yielding three-step cascade process is described for the direct conversion of indole-tethered ynones into functionalized quinolines. A single "multitasking" thiol reagent is used to promote a three-step dearomatizing spirocyclization, nucleophilic substitution, and one-atom ring expansion reaction cascade under remarkably mild conditions. In addition, a novel route to thio-oxindoles is described, which was discovered by serendipity.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2021 The Authors. Published by American Chemical Society. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) The University of York > Faculty of Sciences (York) > Psychology (York) > York Neuroimaging Centre |
Depositing User: | Pure (York) |
Date Deposited: | 03 Mar 2021 12:30 |
Last Modified: | 17 Dec 2024 00:19 |
Published Version: | https://doi.org/10.1021/acs.orglett.1c00205 |
Status: | Published online |
Refereed: | Yes |
Identification Number: | 10.1021/acs.orglett.1c00205 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:171748 |
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Description: Mon cascade paper version 18 revision
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