Cargando…

Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)

The synthesis of several hitherto unknown heterocyclic ring systems derived from thioflavone is described. Coupling of various o-haloheteroarenecarbonyl chlorides with phenylacetylene gives 1-(o-haloheteroaryl)-3-phenylprop-2-yn-1-ones, which were treated with NaSH in refluxing ethanol to yield the...

Descripción completa

Detalles Bibliográficos
Autores principales: Fuchs, Ferdinand C., Eller, Gernot A., Holzer, Wolfgang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255036/
https://www.ncbi.nlm.nih.gov/pubmed/19783958
http://dx.doi.org/10.3390/molecules14093814
_version_ 1783373864486567936
author Fuchs, Ferdinand C.
Eller, Gernot A.
Holzer, Wolfgang
author_facet Fuchs, Ferdinand C.
Eller, Gernot A.
Holzer, Wolfgang
author_sort Fuchs, Ferdinand C.
collection PubMed
description The synthesis of several hitherto unknown heterocyclic ring systems derived from thioflavone is described. Coupling of various o-haloheteroarenecarbonyl chlorides with phenylacetylene gives 1-(o-haloheteroaryl)-3-phenylprop-2-yn-1-ones, which were treated with NaSH in refluxing ethanol to yield the corresponding bi- and tricyclic annelated 2-phenylthiopyran-4-ones. Detailed NMR spectroscopic investigations of the ring systems and their precursors are presented.
format Online
Article
Text
id pubmed-6255036
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher Molecular Diversity Preservation International
record_format MEDLINE/PubMed
spelling pubmed-62550362018-11-30 Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†) Fuchs, Ferdinand C. Eller, Gernot A. Holzer, Wolfgang Molecules Article The synthesis of several hitherto unknown heterocyclic ring systems derived from thioflavone is described. Coupling of various o-haloheteroarenecarbonyl chlorides with phenylacetylene gives 1-(o-haloheteroaryl)-3-phenylprop-2-yn-1-ones, which were treated with NaSH in refluxing ethanol to yield the corresponding bi- and tricyclic annelated 2-phenylthiopyran-4-ones. Detailed NMR spectroscopic investigations of the ring systems and their precursors are presented. Molecular Diversity Preservation International 2009-09-25 /pmc/articles/PMC6255036/ /pubmed/19783958 http://dx.doi.org/10.3390/molecules14093814 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, 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 Article
Fuchs, Ferdinand C.
Eller, Gernot A.
Holzer, Wolfgang
Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title_full Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title_fullStr Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title_full_unstemmed Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title_short Heterocyclic Analogs of Thioflavones: Synthesis and NMR Spectroscopic Investigations (†)
title_sort heterocyclic analogs of thioflavones: synthesis and nmr spectroscopic investigations (†)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255036/
https://www.ncbi.nlm.nih.gov/pubmed/19783958
http://dx.doi.org/10.3390/molecules14093814
work_keys_str_mv AT fuchsferdinandc heterocyclicanalogsofthioflavonessynthesisandnmrspectroscopicinvestigations
AT ellergernota heterocyclicanalogsofthioflavonessynthesisandnmrspectroscopicinvestigations
AT holzerwolfgang heterocyclicanalogsofthioflavonessynthesisandnmrspectroscopicinvestigations