1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation

This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from α-amino acid esters. Reactions were initiated by h...

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Detalles Bibliográficos
Autores principales: Porubský, Martin, Tenora, Lukáš, Potáček, Milan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273826/
https://www.ncbi.nlm.nih.gov/pubmed/26861268
http://dx.doi.org/10.3390/molecules21020187
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author Porubský, Martin
Tenora, Lukáš
Potáček, Milan
author_facet Porubský, Martin
Tenora, Lukáš
Potáček, Milan
author_sort Porubský, Martin
collection PubMed
description This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from α-amino acid esters. Reactions were initiated by heating. The products consisted of four fused rings with three stereogenic centers. Their structure and stereochemistry were determined by NMR spectra and X-ray measurements.
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spelling pubmed-62738262018-12-28 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation Porubský, Martin Tenora, Lukáš Potáček, Milan Molecules Article This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from α-amino acid esters. Reactions were initiated by heating. The products consisted of four fused rings with three stereogenic centers. Their structure and stereochemistry were determined by NMR spectra and X-ray measurements. MDPI 2016-02-04 /pmc/articles/PMC6273826/ /pubmed/26861268 http://dx.doi.org/10.3390/molecules21020187 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Porubský, Martin
Tenora, Lukáš
Potáček, Milan
1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title_full 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title_fullStr 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title_full_unstemmed 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title_short 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
title_sort 1,3-dipolar cycloaddition in the preparation of new fused heterocyclic compounds via thermal initiation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273826/
https://www.ncbi.nlm.nih.gov/pubmed/26861268
http://dx.doi.org/10.3390/molecules21020187
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AT potacekmilan 13dipolarcycloadditioninthepreparationofnewfusedheterocycliccompoundsviathermalinitiation

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