Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/123184
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Type: | Journal article |
Title: | Rapid access to N-(indol-2-yl)amides and N-(indol-3-yl)amides as unexplored pharmacophores |
Author: | Reekie, T.A. Wilkinson, S.M. Law, V. Hibbs, D.E. Ong, J.A. Kassiou, M. |
Citation: | Organic and Biomolecular Chemistry, 2017; 15(3):576-580 |
Publisher: | Royal Society of Chemistry |
Issue Date: | 2017 |
ISSN: | 1477-0520 1477-0539 |
Statement of Responsibility: | Tristan A. Reekie, Shane M. Wilkinson, Vivian Law, David E. Hibbs, Jennifer A. Ong and Michael Kassiou |
Abstract: | Preparation of N-(indol-2-yl)amides and N-(indol-3-yl)amides are scarce in the scientific literature due to unstable intermediates impeding current reported syntheses. We have employed cheap and readily available substrates in the Curtius rearrangement of indole-3-carboxazide to afford N-(indol-3-yl)amides. The reaction is observed for alkyl and aryl carboxylic acids and both N-substituted or 1H-indole derivatives are tolerated. This approach was extended to the preparation of N-(indol-2-yl)amides from the corresponding indole-2-carboxazides. |
Description: | Published on 14 December 2016. |
Rights: | This journal is © The Royal Society of Chemistry 2017. Open Access Article. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. |
DOI: | 10.1039/c6ob02622b |
Grant ID: | http://purl.org/au-research/grants/nhmrc/1037979 |
Published version: | http://dx.doi.org/10.1039/c6ob02622b |
Appears in Collections: | Aurora harvest 4 Physiology publications |
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hdl_123184.pdf | Published version | 394.53 kB | Adobe PDF | View/Open |
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