Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization

Autores
Guastavino, Javier Fernando; Buden, Maria Eugenia; Rossi, Roberto Arturo
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
We report a conceptually different approach toward E-stilbene syntheses by photoinduced direct C-H arylation of alkenes at rt without the addition of transition metals, with a broad range of aryl halides, including ArI, ArBr, and even ArCl. This is the first time that this reaction has been produced without extra solvent but with 18-crown-6 ether and t-BuOK in only 15 min of reaction.
Fil: Guastavino, Javier Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química (i); Argentina
Fil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina
Fil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina
Materia
Alkenes
Arylation
Photochemistry
Stilbene
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/9270
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H FunctionalizationGuastavino, Javier FernandoBuden, Maria EugeniaRossi, Roberto ArturoAlkenesArylationPhotochemistryStilbenehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1We report a conceptually different approach toward E-stilbene syntheses by photoinduced direct C-H arylation of alkenes at rt without the addition of transition metals, with a broad range of aryl halides, including ArI, ArBr, and even ArCl. This is the first time that this reaction has been produced without extra solvent but with 18-crown-6 ether and t-BuOK in only 15 min of reaction.Fil: Guastavino, Javier Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química (i); ArgentinaFil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; ArgentinaFil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; ArgentinaAmerican Chemical Society2014-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/9270Guastavino, Javier Fernando; Buden, Maria Eugenia; Rossi, Roberto Arturo; Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization; American Chemical Society; Journal Of Organic Chemistry; 79; 1-2014; 9104-91110022-3263enginfo:eu-repo/semantics/altIdentifier/doi/10.1021/jo501474winfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jo501474winfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:16:13Zoai:ri.conicet.gov.ar:11336/9270instacron: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:34982025-09-29 10:16:13.828CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
title Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
spellingShingle Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
Guastavino, Javier Fernando
Alkenes
Arylation
Photochemistry
Stilbene
title_short Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
title_full Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
title_fullStr Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
title_full_unstemmed Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
title_sort Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization
dc.creator.none.fl_str_mv Guastavino, Javier Fernando
Buden, Maria Eugenia
Rossi, Roberto Arturo
author Guastavino, Javier Fernando
author_facet Guastavino, Javier Fernando
Buden, Maria Eugenia
Rossi, Roberto Arturo
author_role author
author2 Buden, Maria Eugenia
Rossi, Roberto Arturo
author2_role author
author
dc.subject.none.fl_str_mv Alkenes
Arylation
Photochemistry
Stilbene
topic Alkenes
Arylation
Photochemistry
Stilbene
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv We report a conceptually different approach toward E-stilbene syntheses by photoinduced direct C-H arylation of alkenes at rt without the addition of transition metals, with a broad range of aryl halides, including ArI, ArBr, and even ArCl. This is the first time that this reaction has been produced without extra solvent but with 18-crown-6 ether and t-BuOK in only 15 min of reaction.
Fil: Guastavino, Javier Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química (i); Argentina
Fil: Buden, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina
Fil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina
description We report a conceptually different approach toward E-stilbene syntheses by photoinduced direct C-H arylation of alkenes at rt without the addition of transition metals, with a broad range of aryl halides, including ArI, ArBr, and even ArCl. This is the first time that this reaction has been produced without extra solvent but with 18-crown-6 ether and t-BuOK in only 15 min of reaction.
publishDate 2014
dc.date.none.fl_str_mv 2014-01
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/11336/9270
Guastavino, Javier Fernando; Buden, Maria Eugenia; Rossi, Roberto Arturo; Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization; American Chemical Society; Journal Of Organic Chemistry; 79; 1-2014; 9104-9111
0022-3263
url http://hdl.handle.net/11336/9270
identifier_str_mv Guastavino, Javier Fernando; Buden, Maria Eugenia; Rossi, Roberto Arturo; Room-Temperature and Transition-Metal-Free Mizoroki Heck-type Reaction. Synthesis of E-Stilbenes by Photoinduced C-H Functionalization; American Chemical Society; Journal Of Organic Chemistry; 79; 1-2014; 9104-9111
0022-3263
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/jo501474w
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jo501474w
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 13.070432

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