Johnson, TC and Marsden, SP (2016) A Convergent, Umpoled Synthesis of 2-(1-Amidoalkyl)pyridines. Beilstein Journal of Organic Chemistry, 12 (1-4). ISSN 1860-5397
Abstract
A convenient, one-pot, two-component synthesis of 2-(1-amidoalkyl)pyridines is reported, based upon the substitution of suitably-activated pyridine N-oxides by azlactone nucleophiles, followed by decarboxylative azlactone ring-opening. The synthesis obviates the need for precious metal catalysts to achieve a formal enolate arylation reaction, and constitutes a formally ‘umpoled’ approach to this valuable class of bioactive structures.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2016 Johnson and Marsden; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
Keywords: | Pyridines, pyridine N-oxides, azlactones, substitution |
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: | 23 Dec 2015 15:36 |
Last Modified: | 04 Nov 2017 11:59 |
Status: | Published |
Publisher: | Beilstein-Institut |
Identification Number: | 10.3762/bjoc.12.1 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:93051 |