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Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes

Aminocarbonylation of aryl halides is one of the most useful methods in amide synthesis, but nitroarenes have not been used as a nitrogen source in this method even though they are more economical and accessible than anilines. Reported here is the development of nickel catalysis for the first three-...

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Autores principales: Cheung, Chi Wai, Leendert Ploeger, Marten, Hu, Xile
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5869604/
https://www.ncbi.nlm.nih.gov/pubmed/29629132
http://dx.doi.org/10.1039/c7sc03950f
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author Cheung, Chi Wai
Leendert Ploeger, Marten
Hu, Xile
author_facet Cheung, Chi Wai
Leendert Ploeger, Marten
Hu, Xile
author_sort Cheung, Chi Wai
collection PubMed
description Aminocarbonylation of aryl halides is one of the most useful methods in amide synthesis, but nitroarenes have not been used as a nitrogen source in this method even though they are more economical and accessible than anilines. Reported here is the development of nickel catalysis for the first three-component reactions of aryl halides, Co(2)(CO)(8), and nitroarenes under reductive conditions to produce aryl amides. A wide range of (hetero)aryl iodides and bromides as well as nitro(hetero)arenes are suitable reaction partners, and high functional group compatibility has been achieved. The method might be used for the streamlined synthesis of aryl amides.
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spelling pubmed-58696042018-04-06 Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes Cheung, Chi Wai Leendert Ploeger, Marten Hu, Xile Chem Sci Chemistry Aminocarbonylation of aryl halides is one of the most useful methods in amide synthesis, but nitroarenes have not been used as a nitrogen source in this method even though they are more economical and accessible than anilines. Reported here is the development of nickel catalysis for the first three-component reactions of aryl halides, Co(2)(CO)(8), and nitroarenes under reductive conditions to produce aryl amides. A wide range of (hetero)aryl iodides and bromides as well as nitro(hetero)arenes are suitable reaction partners, and high functional group compatibility has been achieved. The method might be used for the streamlined synthesis of aryl amides. Royal Society of Chemistry 2017-11-06 /pmc/articles/PMC5869604/ /pubmed/29629132 http://dx.doi.org/10.1039/c7sc03950f Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Cheung, Chi Wai
Leendert Ploeger, Marten
Hu, Xile
Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title_full Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title_fullStr Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title_full_unstemmed Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title_short Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
title_sort amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5869604/
https://www.ncbi.nlm.nih.gov/pubmed/29629132
http://dx.doi.org/10.1039/c7sc03950f
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