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Fused 1,5-Naphthyridines: Synthetic Tools and Applications

Heterocyclic nitrogen compounds, including fused 1,5-naphthyridines, have versatile applications in the fields of synthetic organic chemistry and play an important role in the field of medicinal chemistry, as many of them have a wide range of biological activities. In this review, a wide range of sy...

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Autores principales: Masdeu, Carme, Fuertes, Maria, Martin-Encinas, Endika, Selas, Asier, Rubiales, Gloria, Palacios, Francisco, Alonso, Concepcion
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7436086/
https://www.ncbi.nlm.nih.gov/pubmed/32752070
http://dx.doi.org/10.3390/molecules25153508
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author Masdeu, Carme
Fuertes, Maria
Martin-Encinas, Endika
Selas, Asier
Rubiales, Gloria
Palacios, Francisco
Alonso, Concepcion
author_facet Masdeu, Carme
Fuertes, Maria
Martin-Encinas, Endika
Selas, Asier
Rubiales, Gloria
Palacios, Francisco
Alonso, Concepcion
author_sort Masdeu, Carme
collection PubMed
description Heterocyclic nitrogen compounds, including fused 1,5-naphthyridines, have versatile applications in the fields of synthetic organic chemistry and play an important role in the field of medicinal chemistry, as many of them have a wide range of biological activities. In this review, a wide range of synthetic protocols for the construction of this scaffold are presented. For example, Friedländer, Skraup, Semmlere-Wolff, and hetero-Diels-Alder, among others, are well known classical synthetic protocols used for the construction of the main 1,5-naphthyridine scaffold. These syntheses are classified according to the nature of the cycle fused to the 1,5-naphthyridine ring: carbocycles, nitrogen heterocycles, oxygen heterocycles, and sulphur heterocycles. In addition, taking into account the aforementioned versatility of these heterocycles, their reactivity is presented as well as their use as a ligand for metal complexes formation. Finally, those fused 1,5-naphthyridines that present biological activity and optical applications, among others, are indicated.
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spelling pubmed-74360862020-08-24 Fused 1,5-Naphthyridines: Synthetic Tools and Applications Masdeu, Carme Fuertes, Maria Martin-Encinas, Endika Selas, Asier Rubiales, Gloria Palacios, Francisco Alonso, Concepcion Molecules Review Heterocyclic nitrogen compounds, including fused 1,5-naphthyridines, have versatile applications in the fields of synthetic organic chemistry and play an important role in the field of medicinal chemistry, as many of them have a wide range of biological activities. In this review, a wide range of synthetic protocols for the construction of this scaffold are presented. For example, Friedländer, Skraup, Semmlere-Wolff, and hetero-Diels-Alder, among others, are well known classical synthetic protocols used for the construction of the main 1,5-naphthyridine scaffold. These syntheses are classified according to the nature of the cycle fused to the 1,5-naphthyridine ring: carbocycles, nitrogen heterocycles, oxygen heterocycles, and sulphur heterocycles. In addition, taking into account the aforementioned versatility of these heterocycles, their reactivity is presented as well as their use as a ligand for metal complexes formation. Finally, those fused 1,5-naphthyridines that present biological activity and optical applications, among others, are indicated. MDPI 2020-07-31 /pmc/articles/PMC7436086/ /pubmed/32752070 http://dx.doi.org/10.3390/molecules25153508 Text en © 2020 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 Review
Masdeu, Carme
Fuertes, Maria
Martin-Encinas, Endika
Selas, Asier
Rubiales, Gloria
Palacios, Francisco
Alonso, Concepcion
Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title_full Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title_fullStr Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title_full_unstemmed Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title_short Fused 1,5-Naphthyridines: Synthetic Tools and Applications
title_sort fused 1,5-naphthyridines: synthetic tools and applications
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7436086/
https://www.ncbi.nlm.nih.gov/pubmed/32752070
http://dx.doi.org/10.3390/molecules25153508
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