Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core

Palladium-catalyzed dehydrogenative coupling is an efficient synthetic strategy for the construction of quinoline scaffolds, a privileged structure and prevalent motif in many natural and biologically active products, in particular in marine alkaloids. Thus, quinolines and 1,2-dihydroquinolines can...

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Autores principales: Carral-Menoyo, Asier, Ortiz-de-Elguea, Verónica, Martinez-Nunes, Mikel, Sotomayor, Nuria, Lete, Esther
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5618415/
https://www.ncbi.nlm.nih.gov/pubmed/28867803
http://dx.doi.org/10.3390/md15090276
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author Carral-Menoyo, Asier
Ortiz-de-Elguea, Verónica
Martinez-Nunes, Mikel
Sotomayor, Nuria
Lete, Esther
author_facet Carral-Menoyo, Asier
Ortiz-de-Elguea, Verónica
Martinez-Nunes, Mikel
Sotomayor, Nuria
Lete, Esther
author_sort Carral-Menoyo, Asier
collection PubMed
description Palladium-catalyzed dehydrogenative coupling is an efficient synthetic strategy for the construction of quinoline scaffolds, a privileged structure and prevalent motif in many natural and biologically active products, in particular in marine alkaloids. Thus, quinolines and 1,2-dihydroquinolines can be selectively obtained in moderate-to-good yields via intramolecular C–H alkenylation reactions, by choosing the reaction conditions. This methodology provides a direct method for the construction of this type of quinoline through an efficient and atom economical procedure, and constitutes significant advance over the existing procedures that require preactivated reaction partners.
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spelling pubmed-56184152017-09-30 Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core Carral-Menoyo, Asier Ortiz-de-Elguea, Verónica Martinez-Nunes, Mikel Sotomayor, Nuria Lete, Esther Mar Drugs Article Palladium-catalyzed dehydrogenative coupling is an efficient synthetic strategy for the construction of quinoline scaffolds, a privileged structure and prevalent motif in many natural and biologically active products, in particular in marine alkaloids. Thus, quinolines and 1,2-dihydroquinolines can be selectively obtained in moderate-to-good yields via intramolecular C–H alkenylation reactions, by choosing the reaction conditions. This methodology provides a direct method for the construction of this type of quinoline through an efficient and atom economical procedure, and constitutes significant advance over the existing procedures that require preactivated reaction partners. MDPI 2017-08-30 /pmc/articles/PMC5618415/ /pubmed/28867803 http://dx.doi.org/10.3390/md15090276 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Carral-Menoyo, Asier
Ortiz-de-Elguea, Verónica
Martinez-Nunes, Mikel
Sotomayor, Nuria
Lete, Esther
Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title_full Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title_fullStr Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title_full_unstemmed Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title_short Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core
title_sort palladium-catalyzed dehydrogenative coupling: an efficient synthetic strategy for the construction of the quinoline core
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5618415/
https://www.ncbi.nlm.nih.gov/pubmed/28867803
http://dx.doi.org/10.3390/md15090276
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