Metal-mediated radical perfluoroalkylation of organic compounds

Autores
Barata Vallejo, Sebastian; Postigo, Jose Alberto
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The incorporation of fluoroalkyl groups, and particularly the trifluoromethyl group, in pharmaceutical molecules has a profound impact on their physical and biological properties, mainly because of the unique metabolic stability, lipophilicity, and electron-withdrawing nature of the fluoroalkyl substituent. The relevance of the CF3-containing substrates provides the driving force for the development of more efficacious and versatile synthetic protocols for these molecules. In this account, the latest radical trifluoromethylation and perfluoroalkylation reactions with the aid of metals of both aliphatic and aromatic compounds will be discussed. The aim of this account is to review the recently emerging literature (2010–present) on perfluoroalkyl-group addition or substitution reactions performed through radical and radical-ion pathways with the intervention of metals or metalorganic species.
Fil: Barata Vallejo, Sebastian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Transition Metal-Mediated Perfluoroalkylation
Aromatic Radical Perfluoroalkylation
Aliphatic Radical Perfluoroalkylation
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:11336/15887
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Metal-mediated radical perfluoroalkylation of organic compoundsBarata Vallejo, SebastianPostigo, Jose AlbertoTransition Metal-Mediated PerfluoroalkylationAromatic Radical PerfluoroalkylationAliphatic Radical Perfluoroalkylationhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The incorporation of fluoroalkyl groups, and particularly the trifluoromethyl group, in pharmaceutical molecules has a profound impact on their physical and biological properties, mainly because of the unique metabolic stability, lipophilicity, and electron-withdrawing nature of the fluoroalkyl substituent. The relevance of the CF3-containing substrates provides the driving force for the development of more efficacious and versatile synthetic protocols for these molecules. In this account, the latest radical trifluoromethylation and perfluoroalkylation reactions with the aid of metals of both aliphatic and aromatic compounds will be discussed. The aim of this account is to review the recently emerging literature (2010–present) on perfluoroalkyl-group addition or substitution reactions performed through radical and radical-ion pathways with the intervention of metals or metalorganic species.Fil: Barata Vallejo, Sebastian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier Science2013-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/15887Barata Vallejo, Sebastian; Postigo, Jose Alberto; Metal-mediated radical perfluoroalkylation of organic compounds; Elsevier Science; Coordination Chemistry Reviews; 257; 21-22; 11-2013; 3051-30690010-8545enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0010854513001434info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ccr.2013.07.004info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:27:03Zoai:ri.conicet.gov.ar:11336/15887instacron: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 10:27:04.099CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Metal-mediated radical perfluoroalkylation of organic compounds
title Metal-mediated radical perfluoroalkylation of organic compounds
spellingShingle Metal-mediated radical perfluoroalkylation of organic compounds
Barata Vallejo, Sebastian
Transition Metal-Mediated Perfluoroalkylation
Aromatic Radical Perfluoroalkylation
Aliphatic Radical Perfluoroalkylation
title_short Metal-mediated radical perfluoroalkylation of organic compounds
title_full Metal-mediated radical perfluoroalkylation of organic compounds
title_fullStr Metal-mediated radical perfluoroalkylation of organic compounds
title_full_unstemmed Metal-mediated radical perfluoroalkylation of organic compounds
title_sort Metal-mediated radical perfluoroalkylation of organic compounds
dc.creator.none.fl_str_mv Barata Vallejo, Sebastian
Postigo, Jose Alberto
author Barata Vallejo, Sebastian
author_facet Barata Vallejo, Sebastian
Postigo, Jose Alberto
author_role author
author2 Postigo, Jose Alberto
author2_role author
dc.subject.none.fl_str_mv Transition Metal-Mediated Perfluoroalkylation
Aromatic Radical Perfluoroalkylation
Aliphatic Radical Perfluoroalkylation
topic Transition Metal-Mediated Perfluoroalkylation
Aromatic Radical Perfluoroalkylation
Aliphatic Radical Perfluoroalkylation
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The incorporation of fluoroalkyl groups, and particularly the trifluoromethyl group, in pharmaceutical molecules has a profound impact on their physical and biological properties, mainly because of the unique metabolic stability, lipophilicity, and electron-withdrawing nature of the fluoroalkyl substituent. The relevance of the CF3-containing substrates provides the driving force for the development of more efficacious and versatile synthetic protocols for these molecules. In this account, the latest radical trifluoromethylation and perfluoroalkylation reactions with the aid of metals of both aliphatic and aromatic compounds will be discussed. The aim of this account is to review the recently emerging literature (2010–present) on perfluoroalkyl-group addition or substitution reactions performed through radical and radical-ion pathways with the intervention of metals or metalorganic species.
Fil: Barata Vallejo, Sebastian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description The incorporation of fluoroalkyl groups, and particularly the trifluoromethyl group, in pharmaceutical molecules has a profound impact on their physical and biological properties, mainly because of the unique metabolic stability, lipophilicity, and electron-withdrawing nature of the fluoroalkyl substituent. The relevance of the CF3-containing substrates provides the driving force for the development of more efficacious and versatile synthetic protocols for these molecules. In this account, the latest radical trifluoromethylation and perfluoroalkylation reactions with the aid of metals of both aliphatic and aromatic compounds will be discussed. The aim of this account is to review the recently emerging literature (2010–present) on perfluoroalkyl-group addition or substitution reactions performed through radical and radical-ion pathways with the intervention of metals or metalorganic species.
publishDate 2013
dc.date.none.fl_str_mv 2013-11
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/11336/15887
Barata Vallejo, Sebastian; Postigo, Jose Alberto; Metal-mediated radical perfluoroalkylation of organic compounds; Elsevier Science; Coordination Chemistry Reviews; 257; 21-22; 11-2013; 3051-3069
0010-8545
url http://hdl.handle.net/11336/15887
identifier_str_mv Barata Vallejo, Sebastian; Postigo, Jose Alberto; Metal-mediated radical perfluoroalkylation of organic compounds; Elsevier Science; Coordination Chemistry Reviews; 257; 21-22; 11-2013; 3051-3069
0010-8545
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/S0010854513001434
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ccr.2013.07.004
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
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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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