Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions

Autores
Barata Vallejo, Sebastian; Yerien, Damián Emilio; Postigo, Jose Alberto
Año de publicación
2023
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The syntheses and applications of fluorosulfonylated organic compounds have flourished in the last ten years due to their versatility to participate in click chemistry (SuFEx) reactions. Also, organic architectures that combine the SO2F group and other ancillary functional moieties such as olefins, alkynes, etc. (i.e.: bis-electrophiles) have augmented the applications and diversity of the end compounds. To this effect, the association of an alkyne functionality and the SuFExable group within one structure has been shown to encompass two-in-one click chemistry sequential protocols with the aim of building on the diversity of scaffolds by two consecutive click processes. We next examine the syntheses of (hetero)aromatic-, alkyl-, alkenyl-, and alkynyl-sulfonyl fluorides and β-keto-sulfonyl fluorides and the syntheses of compounds bearing N-SO2F and O-SO2F bonds through diverse catalytic methods, illustrating examples of their SuFEx click chemistry and other ancillary functional group reactivity.
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consiglio Nazionale delle Ricerche. Istituto per la Sintesi Organica e la Fotoreattività; Italia
Fil: Yerien, Damián Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Materia
FLUOROSULFONYLATION
CLICK CHEMISTRY
SUFEX
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:11336/225016

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spelling Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactionsBarata Vallejo, SebastianYerien, Damián EmilioPostigo, Jose AlbertoFLUOROSULFONYLATIONCLICK CHEMISTRYSUFEXhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The syntheses and applications of fluorosulfonylated organic compounds have flourished in the last ten years due to their versatility to participate in click chemistry (SuFEx) reactions. Also, organic architectures that combine the SO2F group and other ancillary functional moieties such as olefins, alkynes, etc. (i.e.: bis-electrophiles) have augmented the applications and diversity of the end compounds. To this effect, the association of an alkyne functionality and the SuFExable group within one structure has been shown to encompass two-in-one click chemistry sequential protocols with the aim of building on the diversity of scaffolds by two consecutive click processes. We next examine the syntheses of (hetero)aromatic-, alkyl-, alkenyl-, and alkynyl-sulfonyl fluorides and β-keto-sulfonyl fluorides and the syntheses of compounds bearing N-SO2F and O-SO2F bonds through diverse catalytic methods, illustrating examples of their SuFEx click chemistry and other ancillary functional group reactivity.Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consiglio Nazionale delle Ricerche. Istituto per la Sintesi Organica e la Fotoreattività; ItaliaFil: Yerien, Damián Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; ArgentinaFil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; ArgentinaRoyal Society of Chemistry2023-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/225016Barata Vallejo, Sebastian; Yerien, Damián Emilio; Postigo, Jose Alberto; Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions; Royal Society of Chemistry; Catalysis Science and Technology; 13; 9; 3-2023; 2597-26172044-47532044-4761CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2023/cy/d2cy01998ainfo:eu-repo/semantics/altIdentifier/doi/10.1039/D2CY01998Ainfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:02:42Zoai:ri.conicet.gov.ar:11336/225016instacron: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:34982025-09-03 10:02:42.336CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
title Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
spellingShingle Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
Barata Vallejo, Sebastian
FLUOROSULFONYLATION
CLICK CHEMISTRY
SUFEX
title_short Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
title_full Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
title_fullStr Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
title_full_unstemmed Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
title_sort Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions
dc.creator.none.fl_str_mv Barata Vallejo, Sebastian
Yerien, Damián Emilio
Postigo, Jose Alberto
author Barata Vallejo, Sebastian
author_facet Barata Vallejo, Sebastian
Yerien, Damián Emilio
Postigo, Jose Alberto
author_role author
author2 Yerien, Damián Emilio
Postigo, Jose Alberto
author2_role author
author
dc.subject.none.fl_str_mv FLUOROSULFONYLATION
CLICK CHEMISTRY
SUFEX
topic FLUOROSULFONYLATION
CLICK CHEMISTRY
SUFEX
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 syntheses and applications of fluorosulfonylated organic compounds have flourished in the last ten years due to their versatility to participate in click chemistry (SuFEx) reactions. Also, organic architectures that combine the SO2F group and other ancillary functional moieties such as olefins, alkynes, etc. (i.e.: bis-electrophiles) have augmented the applications and diversity of the end compounds. To this effect, the association of an alkyne functionality and the SuFExable group within one structure has been shown to encompass two-in-one click chemistry sequential protocols with the aim of building on the diversity of scaffolds by two consecutive click processes. We next examine the syntheses of (hetero)aromatic-, alkyl-, alkenyl-, and alkynyl-sulfonyl fluorides and β-keto-sulfonyl fluorides and the syntheses of compounds bearing N-SO2F and O-SO2F bonds through diverse catalytic methods, illustrating examples of their SuFEx click chemistry and other ancillary functional group reactivity.
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consiglio Nazionale delle Ricerche. Istituto per la Sintesi Organica e la Fotoreattività; Italia
Fil: Yerien, Damián Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
description The syntheses and applications of fluorosulfonylated organic compounds have flourished in the last ten years due to their versatility to participate in click chemistry (SuFEx) reactions. Also, organic architectures that combine the SO2F group and other ancillary functional moieties such as olefins, alkynes, etc. (i.e.: bis-electrophiles) have augmented the applications and diversity of the end compounds. To this effect, the association of an alkyne functionality and the SuFExable group within one structure has been shown to encompass two-in-one click chemistry sequential protocols with the aim of building on the diversity of scaffolds by two consecutive click processes. We next examine the syntheses of (hetero)aromatic-, alkyl-, alkenyl-, and alkynyl-sulfonyl fluorides and β-keto-sulfonyl fluorides and the syntheses of compounds bearing N-SO2F and O-SO2F bonds through diverse catalytic methods, illustrating examples of their SuFEx click chemistry and other ancillary functional group reactivity.
publishDate 2023
dc.date.none.fl_str_mv 2023-03
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/11336/225016
Barata Vallejo, Sebastian; Yerien, Damián Emilio; Postigo, Jose Alberto; Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions; Royal Society of Chemistry; Catalysis Science and Technology; 13; 9; 3-2023; 2597-2617
2044-4753
2044-4761
CONICET Digital
CONICET
url http://hdl.handle.net/11336/225016
identifier_str_mv Barata Vallejo, Sebastian; Yerien, Damián Emilio; Postigo, Jose Alberto; Synthetic strategies for fluorosulfonylated compounds: application to click chemistry reactions; Royal Society of Chemistry; Catalysis Science and Technology; 13; 9; 3-2023; 2597-2617
2044-4753
2044-4761
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
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info:eu-repo/semantics/altIdentifier/doi/10.1039/D2CY01998A
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
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
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
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repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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