α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one

Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones 3-13, providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4...

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Detalles Bibliográficos
Autores principales: Sébastien, Bouclé, Jérôme, Guillard, Marie-Claude, Viaud-Massuard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259117/
https://www.ncbi.nlm.nih.gov/pubmed/21042263
http://dx.doi.org/10.3390/molecules15117742
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author Sébastien, Bouclé
Jérôme, Guillard
Marie-Claude, Viaud-Massuard
author_facet Sébastien, Bouclé
Jérôme, Guillard
Marie-Claude, Viaud-Massuard
author_sort Sébastien, Bouclé
collection PubMed
description Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones 3-13, providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core.
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spelling pubmed-62591172018-12-06 α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one Sébastien, Bouclé Jérôme, Guillard Marie-Claude, Viaud-Massuard Molecules Communication Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones 3-13, providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core. MDPI 2010-10-29 /pmc/articles/PMC6259117/ /pubmed/21042263 http://dx.doi.org/10.3390/molecules15117742 Text en © 2010 by the authors; http://creativecommons.org/licenses/by/3.0/ licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Sébastien, Bouclé
Jérôme, Guillard
Marie-Claude, Viaud-Massuard
α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title_full α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title_fullStr α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title_full_unstemmed α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title_short α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one
title_sort α-lithiation and electrophilic substitution of 1,4,4-trimethyl-3,4-dihydroquinolin-2-one
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259117/
https://www.ncbi.nlm.nih.gov/pubmed/21042263
http://dx.doi.org/10.3390/molecules15117742
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