A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides

This work reports the synthesis of novel 1,4,3,5-oxathiadiazepanes 4,4-dioxides from the reaction of N’-benzyl-N-(2-hydroxyethyl)-sarcosine or proline sulfamide with aromatic aldehydes under acid catalysis. To prepare the starting materials N-Boc-sulfamide derivatives of sarcosine or proline were al...

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Detalles Bibliográficos
Autores principales: Bendjeddou, Amel, Abbaz, Tahar, Regainia, Zine, Aouf, Nour-Eddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268153/
https://www.ncbi.nlm.nih.gov/pubmed/22334067
http://dx.doi.org/10.3390/molecules17021890
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author Bendjeddou, Amel
Abbaz, Tahar
Regainia, Zine
Aouf, Nour-Eddine
author_facet Bendjeddou, Amel
Abbaz, Tahar
Regainia, Zine
Aouf, Nour-Eddine
author_sort Bendjeddou, Amel
collection PubMed
description This work reports the synthesis of novel 1,4,3,5-oxathiadiazepanes 4,4-dioxides from the reaction of N’-benzyl-N-(2-hydroxyethyl)-sarcosine or proline sulfamide with aromatic aldehydes under acid catalysis. To prepare the starting materials N-Boc-sulfamide derivatives of sarcosine or proline were alkylated with benzyl alcohol under Mitsunobu reaction conditions, the Boc group was removed chemoselectively by acidolysis, and the resulting product reduced to the corresponding alcohol in good yields.
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spelling pubmed-62681532018-12-10 A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides Bendjeddou, Amel Abbaz, Tahar Regainia, Zine Aouf, Nour-Eddine Molecules Article This work reports the synthesis of novel 1,4,3,5-oxathiadiazepanes 4,4-dioxides from the reaction of N’-benzyl-N-(2-hydroxyethyl)-sarcosine or proline sulfamide with aromatic aldehydes under acid catalysis. To prepare the starting materials N-Boc-sulfamide derivatives of sarcosine or proline were alkylated with benzyl alcohol under Mitsunobu reaction conditions, the Boc group was removed chemoselectively by acidolysis, and the resulting product reduced to the corresponding alcohol in good yields. MDPI 2012-02-14 /pmc/articles/PMC6268153/ /pubmed/22334067 http://dx.doi.org/10.3390/molecules17021890 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Bendjeddou, Amel
Abbaz, Tahar
Regainia, Zine
Aouf, Nour-Eddine
A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title_full A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title_fullStr A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title_full_unstemmed A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title_short A New Class of Heterocycles: 1,4,3,5-Oxathiadiazepane 4,4-dioxides
title_sort new class of heterocycles: 1,4,3,5-oxathiadiazepane 4,4-dioxides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268153/
https://www.ncbi.nlm.nih.gov/pubmed/22334067
http://dx.doi.org/10.3390/molecules17021890
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