Cargando…

Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions

N-containing heteroaromatics are important substructures found in numerous natural or synthetic alkaloids. The diversity of the structures encountered, as well as their biological and pharmaceutical relevance, have motivated research aimed at the development of new economical, efficient and selectiv...

Descripción completa

Detalles Bibliográficos
Autores principales: Djakovitch, Laurent, Batail, Nelly, Genelot, Marie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264783/
https://www.ncbi.nlm.nih.gov/pubmed/21701436
http://dx.doi.org/10.3390/molecules16065241
_version_ 1783375566699757568
author Djakovitch, Laurent
Batail, Nelly
Genelot, Marie
author_facet Djakovitch, Laurent
Batail, Nelly
Genelot, Marie
author_sort Djakovitch, Laurent
collection PubMed
description N-containing heteroaromatics are important substructures found in numerous natural or synthetic alkaloids. The diversity of the structures encountered, as well as their biological and pharmaceutical relevance, have motivated research aimed at the development of new economical, efficient and selective synthetic strategies to access these compounds. Over more than 100 years of research, this hot topic has resulted in numerous so-called “classical synthetic methods” that have really contributed to this important area. However, when the selective synthesis of highly functional heteroaromatics like indoles, quinolones, indoxyls, etc. is considered these methods remain limited. Recently transition metal-catalysed (TM-catalysed) procedures for the synthesis of such compounds and further transformations, have been developed providing increased tolerance toward functional groups and leading generally to higher reaction yields. Many of these methods have proven to be the most powerful and are currently applied in target- or diversity-oriented syntheses. This review article aims at reporting the recent developments devoted to this important area, focusing on the use of heterogeneous catalysed procedures that include either the formation of the heterocyclic ring towards the nuclei or their transformations to highly substituted compounds.
format Online
Article
Text
id pubmed-6264783
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62647832018-12-10 Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions Djakovitch, Laurent Batail, Nelly Genelot, Marie Molecules Review N-containing heteroaromatics are important substructures found in numerous natural or synthetic alkaloids. The diversity of the structures encountered, as well as their biological and pharmaceutical relevance, have motivated research aimed at the development of new economical, efficient and selective synthetic strategies to access these compounds. Over more than 100 years of research, this hot topic has resulted in numerous so-called “classical synthetic methods” that have really contributed to this important area. However, when the selective synthesis of highly functional heteroaromatics like indoles, quinolones, indoxyls, etc. is considered these methods remain limited. Recently transition metal-catalysed (TM-catalysed) procedures for the synthesis of such compounds and further transformations, have been developed providing increased tolerance toward functional groups and leading generally to higher reaction yields. Many of these methods have proven to be the most powerful and are currently applied in target- or diversity-oriented syntheses. This review article aims at reporting the recent developments devoted to this important area, focusing on the use of heterogeneous catalysed procedures that include either the formation of the heterocyclic ring towards the nuclei or their transformations to highly substituted compounds. MDPI 2011-06-23 /pmc/articles/PMC6264783/ /pubmed/21701436 http://dx.doi.org/10.3390/molecules16065241 Text en © 2011 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Review
Djakovitch, Laurent
Batail, Nelly
Genelot, Marie
Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title_full Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title_fullStr Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title_full_unstemmed Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title_short Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
title_sort recent advances in the synthesis of n-containing heteroaromatics via heterogeneously transition metal catalysed cross-coupling reactions
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264783/
https://www.ncbi.nlm.nih.gov/pubmed/21701436
http://dx.doi.org/10.3390/molecules16065241
work_keys_str_mv AT djakovitchlaurent recentadvancesinthesynthesisofncontainingheteroaromaticsviaheterogeneouslytransitionmetalcatalysedcrosscouplingreactions
AT batailnelly recentadvancesinthesynthesisofncontainingheteroaromaticsviaheterogeneouslytransitionmetalcatalysedcrosscouplingreactions
AT genelotmarie recentadvancesinthesynthesisofncontainingheteroaromaticsviaheterogeneouslytransitionmetalcatalysedcrosscouplingreactions