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Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions
[Image: see text] Quinolines are common pharmacophores present in numerous FDA-approved pharmaceuticals and other bioactive compounds. Here, we report the design and development of new o-quinone-based catalysts for the oxidative dehydrogenation of tetrahydroquinolines to afford quinolines. Use of a...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4151779/ https://www.ncbi.nlm.nih.gov/pubmed/25109345 http://dx.doi.org/10.1021/ja506546w |
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author | Wendlandt, Alison E. Stahl, Shannon S. |
author_facet | Wendlandt, Alison E. Stahl, Shannon S. |
author_sort | Wendlandt, Alison E. |
collection | PubMed |
description | [Image: see text] Quinolines are common pharmacophores present in numerous FDA-approved pharmaceuticals and other bioactive compounds. Here, we report the design and development of new o-quinone-based catalysts for the oxidative dehydrogenation of tetrahydroquinolines to afford quinolines. Use of a Co(salophen) cocatalyst allows the reaction to proceed efficiently with ambient air at room temperature. The utility of the catalytic method is demonstrated in the preparation of a number of medicinally relevant quinolines. |
format | Online Article Text |
id | pubmed-4151779 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-41517792015-08-11 Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions Wendlandt, Alison E. Stahl, Shannon S. J Am Chem Soc [Image: see text] Quinolines are common pharmacophores present in numerous FDA-approved pharmaceuticals and other bioactive compounds. Here, we report the design and development of new o-quinone-based catalysts for the oxidative dehydrogenation of tetrahydroquinolines to afford quinolines. Use of a Co(salophen) cocatalyst allows the reaction to proceed efficiently with ambient air at room temperature. The utility of the catalytic method is demonstrated in the preparation of a number of medicinally relevant quinolines. American Chemical Society 2014-08-11 2014-08-27 /pmc/articles/PMC4151779/ /pubmed/25109345 http://dx.doi.org/10.1021/ja506546w Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Wendlandt, Alison E. Stahl, Shannon S. Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title | Modular o-Quinone Catalyst
System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title_full | Modular o-Quinone Catalyst
System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title_fullStr | Modular o-Quinone Catalyst
System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title_full_unstemmed | Modular o-Quinone Catalyst
System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title_short | Modular o-Quinone Catalyst
System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions |
title_sort | modular o-quinone catalyst
system for dehydrogenation of tetrahydroquinolines under ambient conditions |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4151779/ https://www.ncbi.nlm.nih.gov/pubmed/25109345 http://dx.doi.org/10.1021/ja506546w |
work_keys_str_mv | AT wendlandtalisone modularoquinonecatalystsystemfordehydrogenationoftetrahydroquinolinesunderambientconditions AT stahlshannons modularoquinonecatalystsystemfordehydrogenationoftetrahydroquinolinesunderambientconditions |