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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Main Authors:	Martin Porubský, Lukáš Tenora, Milan Potáček
Format:	Article
Language:	English
Published:	MDPI AG 2016-02-01
Series:	Molecules
Subjects:	1,3-dipolar cycloaddition fused heterocycles thermal initiation 3-amino-benzo[b]furan-2-carbaldehyde
Online Access:	http://www.mdpi.com/1420-3049/21/2/187

id	doaj-4aefb824f77c43b88a5c39df09c60c0f
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spelling	doaj-4aefb824f77c43b88a5c39df09c60c0f2020-11-24T22:36:10ZengMDPI AGMolecules1420-30492016-02-0121218710.3390/molecules21020187molecules210201871,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal InitiationMartin Porubský0Lukáš Tenora1Milan Potáček2Department of Chemistry, Masaryk University, Kotlářská 2, Brno 611-37, Czech RepublicDepartment of Chemistry, Masaryk University, Kotlářská 2, Brno 611-37, Czech RepublicDepartment of Chemistry, Masaryk University, Kotlářská 2, Brno 611-37, Czech RepublicThis 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.http://www.mdpi.com/1420-3049/21/2/1871,3-dipolar cycloadditionfused heterocyclesthermal initiation3-amino-benzo[b]furan-2-carbaldehyde
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Martin Porubský Lukáš Tenora Milan Potáček
spellingShingle	Martin Porubský Lukáš Tenora Milan Potáček 1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation Molecules 1,3-dipolar cycloaddition fused heterocycles thermal initiation 3-amino-benzo[b]furan-2-carbaldehyde
author_facet	Martin Porubský Lukáš Tenora Milan Potáček
author_sort	Martin Porubský
title	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_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_sort	1,3-dipolar cycloaddition in the preparation of new fused heterocyclic compounds via thermal initiation
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2016-02-01
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.
topic	1,3-dipolar cycloaddition fused heterocycles thermal initiation 3-amino-benzo[b]furan-2-carbaldehyde
url	http://www.mdpi.com/1420-3049/21/2/187
work_keys_str_mv	AT martinporubsky 13dipolarcycloadditioninthepreparationofnewfusedheterocycliccompoundsviathermalinitiation AT lukastenora 13dipolarcycloadditioninthepreparationofnewfusedheterocycliccompoundsviathermalinitiation AT milanpotacek 13dipolarcycloadditioninthepreparationofnewfusedheterocycliccompoundsviathermalinitiation
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1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation

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