Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides

Intramolecular homolytic substitution (SHi) on the sulfur atom at acyclic N-(o-bromobenzyl)sulfinamides takes place with a complete inversion of the configuration and provides an excellent tool to connect N-tert-butanesulfinylimines with enantiopure 3-substituted benzo-fused sulfinamides (1,2-benzoi...

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Authors: Fernández Salas, José Antonio, Rodríguez Fernández, María Mercedes, Maestro Rubio, Carmen, García-Ruano, José L.
Format: article
Publication Date:2014
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:English
OAI Identifier:oai:repositorio.uam.es:10486/670860
Online Access:http://hdl.handle.net/10486/670860
https://dx.doi.org/10.1039/c4cc01831a
Access Level:Open access
Keyword:Sulfinamide
Sulfonamide
Sulfoxide
Sulfur
Química
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repository_id_str
spelling Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxidesFernández Salas, José AntonioRodríguez Fernández, María MercedesMaestro Rubio, CarmenGarcía-Ruano, José L.SulfinamideSulfonamideSulfoxideSulfurQuímicaIntramolecular homolytic substitution (SHi) on the sulfur atom at acyclic N-(o-bromobenzyl)sulfinamides takes place with a complete inversion of the configuration and provides an excellent tool to connect N-tert-butanesulfinylimines with enantiopure 3-substituted benzo-fused sulfinamides (1,2-benzoisothiazoline 1-oxides) and the related pharmacologically relevant sulfonamidesThe Spanish Government (grant CTQ2012-35957) and Comunidad de Madrid (CCG08-UAM/PPQ-4151; S2009/PPQ1634)The Royal Society of ChemistryDepartamento de Química OrgánicaFacultad de Ciencias20142014-06-07research articlehttp://purl.org/coar/resource_type/c_2df8fbb1VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/670860https://dx.doi.org/10.1039/c4cc01831areponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/6708602026-06-23T12:46:27Z
dc.title.none.fl_str_mv Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
title Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
spellingShingle Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
Fernández Salas, José Antonio
Sulfinamide
Sulfonamide
Sulfoxide
Sulfur
Química
title_short Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
title_full Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
title_fullStr Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
title_full_unstemmed Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
title_sort Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2- benzoisothiazole 1-oxides and 1,1-dioxides
dc.creator.none.fl_str_mv Fernández Salas, José Antonio
Rodríguez Fernández, María Mercedes
Maestro Rubio, Carmen
García-Ruano, José L.
author Fernández Salas, José Antonio
author_facet Fernández Salas, José Antonio
Rodríguez Fernández, María Mercedes
Maestro Rubio, Carmen
García-Ruano, José L.
author_role author
author2 Rodríguez Fernández, María Mercedes
Maestro Rubio, Carmen
García-Ruano, José L.
author2_role author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Sulfinamide
Sulfonamide
Sulfoxide
Sulfur
Química
topic Sulfinamide
Sulfonamide
Sulfoxide
Sulfur
Química
description Intramolecular homolytic substitution (SHi) on the sulfur atom at acyclic N-(o-bromobenzyl)sulfinamides takes place with a complete inversion of the configuration and provides an excellent tool to connect N-tert-butanesulfinylimines with enantiopure 3-substituted benzo-fused sulfinamides (1,2-benzoisothiazoline 1-oxides) and the related pharmacologically relevant sulfonamides
publishDate 2014
dc.date.none.fl_str_mv 2014
2014-06-07
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/670860
https://dx.doi.org/10.1039/c4cc01831a
url http://hdl.handle.net/10486/670860
https://dx.doi.org/10.1039/c4cc01831a
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv The Royal Society of Chemistry
publisher.none.fl_str_mv The Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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