Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines

A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process repres...

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Detalles Bibliográficos
Autores principales: Aksenov, Alexander V., Aksenov, Nicolai A., Arutiunov, Nikolai A., Malyuga, Vladimir V., Ovcharov, Sergey N., Rubin, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9076073/
https://www.ncbi.nlm.nih.gov/pubmed/35540681
http://dx.doi.org/10.1039/c9ra08630g
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author Aksenov, Alexander V.
Aksenov, Nicolai A.
Arutiunov, Nikolai A.
Malyuga, Vladimir V.
Ovcharov, Sergey N.
Rubin, Michael
author_facet Aksenov, Alexander V.
Aksenov, Nicolai A.
Arutiunov, Nikolai A.
Malyuga, Vladimir V.
Ovcharov, Sergey N.
Rubin, Michael
author_sort Aksenov, Alexander V.
collection PubMed
description A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.
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spelling pubmed-90760732022-05-09 Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines Aksenov, Alexander V. Aksenov, Nicolai A. Arutiunov, Nikolai A. Malyuga, Vladimir V. Ovcharov, Sergey N. Rubin, Michael RSC Adv Chemistry A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided. The Royal Society of Chemistry 2019-11-29 /pmc/articles/PMC9076073/ /pubmed/35540681 http://dx.doi.org/10.1039/c9ra08630g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Aksenov, Alexander V.
Aksenov, Nicolai A.
Arutiunov, Nikolai A.
Malyuga, Vladimir V.
Ovcharov, Sergey N.
Rubin, Michael
Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title_full Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title_fullStr Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title_full_unstemmed Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title_short Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
title_sort electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9076073/
https://www.ncbi.nlm.nih.gov/pubmed/35540681
http://dx.doi.org/10.1039/c9ra08630g
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