Cooksey, JP, Saidi, O, Williams, JMJ et al. (2 more authors) (2020) Oxidative Pictet-Spengler cyclisations through acceptorless iridium-catalysed dehydrogenation of tertiary amines. Tetrahedron. 131785. p. 131785. ISSN 0040-4020
Abstract
The valuable tetrahydro-β- and γ-carboline skeleta can be accessed through Pictet-Spengler cyclisation initiated by acceptorless dehydrogenation of saturated cyclic amines. The substrate scope for the β-isomers is found to be somewhat limited, but access to the γ-isomers through the more reactive 2-(aminoethyl)indoles is more general. The synthetic utility of hydrogen transfer catalysis is highlighted in a two-step preparation of the alkaloid desbromoarborescidine A by sequential redox-neutral alkylation/dehydrogenative cyclisation.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2020 Elsevier Ltd. All rights reserved. This is an author produced version of an article published in Tetrahedron. Uploaded in accordance with the publisher's self-archiving policy. |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Organic Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 07 Dec 2020 12:05 |
Last Modified: | 30 Nov 2021 01:38 |
Status: | Published online |
Publisher: | Elsevier |
Identification Number: | 10.1016/j.tet.2020.131785 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:168723 |