Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles

Autores
Kuhn, Bruna L.; Fortes, Margiani P.; Kaufman, Teodoro Saul; Silveira, Claudio C.
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion.
Fil: Kuhn, Bruna L.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
Fil: Fortes, Margiani P.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
Fil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina
Fil: Silveira, Claudio C.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
Materia
5-Sulfenyl Tetrazoles
Pyrrole And Indole Derivatives-Thiocyanation
Eco-Friendly Functionalization of Heterocycles
Zinc Bromide Promoted Reaction
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/6013
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrrolesKuhn, Bruna L.Fortes, Margiani P.Kaufman, Teodoro SaulSilveira, Claudio C.5-Sulfenyl TetrazolesPyrrole And Indole Derivatives-ThiocyanationEco-Friendly Functionalization of HeterocyclesZinc Bromide Promoted Reactionhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion.Fil: Kuhn, Bruna L.. Universidade Federal de Santa Maria. Departamento de Química; BrasilFil: Fortes, Margiani P.. Universidade Federal de Santa Maria. Departamento de Química; BrasilFil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; ArgentinaFil: Silveira, Claudio C.. Universidade Federal de Santa Maria. Departamento de Química; BrasilElsevier2014-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/6013Kuhn, Bruna L.; Fortes, Margiani P.; Kaufman, Teodoro Saul; Silveira, Claudio C.; Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles; Elsevier; Tetrahedron Letters; 55; 9; 2-2014; 1648-16520040-4039enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040403914001476info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2014.01.101info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:07:38Zoai:ri.conicet.gov.ar:11336/6013instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:07:38.71CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
title Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
spellingShingle Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
Kuhn, Bruna L.
5-Sulfenyl Tetrazoles
Pyrrole And Indole Derivatives-Thiocyanation
Eco-Friendly Functionalization of Heterocycles
Zinc Bromide Promoted Reaction
title_short Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
title_full Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
title_fullStr Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
title_full_unstemmed Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
title_sort Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
dc.creator.none.fl_str_mv Kuhn, Bruna L.
Fortes, Margiani P.
Kaufman, Teodoro Saul
Silveira, Claudio C.
author Kuhn, Bruna L.
author_facet Kuhn, Bruna L.
Fortes, Margiani P.
Kaufman, Teodoro Saul
Silveira, Claudio C.
author_role author
author2 Fortes, Margiani P.
Kaufman, Teodoro Saul
Silveira, Claudio C.
author2_role author
author
author
dc.subject.none.fl_str_mv 5-Sulfenyl Tetrazoles
Pyrrole And Indole Derivatives-Thiocyanation
Eco-Friendly Functionalization of Heterocycles
Zinc Bromide Promoted Reaction
topic 5-Sulfenyl Tetrazoles
Pyrrole And Indole Derivatives-Thiocyanation
Eco-Friendly Functionalization of Heterocycles
Zinc Bromide Promoted Reaction
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion.
Fil: Kuhn, Bruna L.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
Fil: Fortes, Margiani P.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
Fil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina
Fil: Silveira, Claudio C.. Universidade Federal de Santa Maria. Departamento de Química; Brasil
description A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion.
publishDate 2014
dc.date.none.fl_str_mv 2014-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/6013
Kuhn, Bruna L.; Fortes, Margiani P.; Kaufman, Teodoro Saul; Silveira, Claudio C.; Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles; Elsevier; Tetrahedron Letters; 55; 9; 2-2014; 1648-1652
0040-4039
url http://hdl.handle.net/11336/6013
identifier_str_mv Kuhn, Bruna L.; Fortes, Margiani P.; Kaufman, Teodoro Saul; Silveira, Claudio C.; Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles; Elsevier; Tetrahedron Letters; 55; 9; 2-2014; 1648-1652
0040-4039
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040403914001476
info:eu-repo/semantics/altIdentifier/doi/
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2014.01.101
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.982451

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