Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones

Autores
Chans, Guillermo Manuel; Moyano, Elizabeth Laura; Yranzo, Gloria Inés
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A new synthetic methodology using ultrasonic treatment was applied to the C-acylation of 1,3-cyclohexanedione with thiophene-2-carbonyl chloride to afford 3-hydroxy-2-(2-thienylcarbonyl)cyclohex-2-en-1-one (5). This compound was used as a building block to prepare different bicyclic systems: tetrahydro-4H- indazol-4-ones (7ac and 9a,b,d), and 6,7-dihydrobenzisoxazole (11) by reaction with different hydrazines and hydroxylamine, respectively. Structural elucidation of all compounds was thoroughly achieved by NMR spectroscopy. © CSIRO 2011.
Fil: Chans, Guillermo Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Moyano, Elizabeth Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Yranzo, Gloria Inés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
Acylcyclohexanodiones
Ultrasound
Indazoles
Benzisoxazoles
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:11336/66811
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolonesChans, Guillermo ManuelMoyano, Elizabeth LauraYranzo, Gloria InésAcylcyclohexanodionesUltrasoundIndazolesBenzisoxazoleshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A new synthetic methodology using ultrasonic treatment was applied to the C-acylation of 1,3-cyclohexanedione with thiophene-2-carbonyl chloride to afford 3-hydroxy-2-(2-thienylcarbonyl)cyclohex-2-en-1-one (5). This compound was used as a building block to prepare different bicyclic systems: tetrahydro-4H- indazol-4-ones (7ac and 9a,b,d), and 6,7-dihydrobenzisoxazole (11) by reaction with different hydrazines and hydroxylamine, respectively. Structural elucidation of all compounds was thoroughly achieved by NMR spectroscopy. © CSIRO 2011.Fil: Chans, Guillermo Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Moyano, Elizabeth Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Yranzo, Gloria Inés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaCsiro Publishing2011-05-30info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/66811Chans, Guillermo Manuel; Moyano, Elizabeth Laura; Yranzo, Gloria Inés; Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones; Csiro Publishing; Australian Journal of Chemistry; 64; 5; 30-5-2011; 638-6460004-94251445-0038CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1071/CH11015info:eu-repo/semantics/altIdentifier/url/http://www.publish.csiro.au/ch/CH11015info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-26T08:53:46Zoai:ri.conicet.gov.ar:11336/66811instacron: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:34982025-11-26 08:53:46.774CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
title Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
spellingShingle Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
Chans, Guillermo Manuel
Acylcyclohexanodiones
Ultrasound
Indazoles
Benzisoxazoles
title_short Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
title_full Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
title_fullStr Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
title_full_unstemmed Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
title_sort Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones
dc.creator.none.fl_str_mv Chans, Guillermo Manuel
Moyano, Elizabeth Laura
Yranzo, Gloria Inés
author Chans, Guillermo Manuel
author_facet Chans, Guillermo Manuel
Moyano, Elizabeth Laura
Yranzo, Gloria Inés
author_role author
author2 Moyano, Elizabeth Laura
Yranzo, Gloria Inés
author2_role author
author
dc.subject.none.fl_str_mv Acylcyclohexanodiones
Ultrasound
Indazoles
Benzisoxazoles
topic Acylcyclohexanodiones
Ultrasound
Indazoles
Benzisoxazoles
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 new synthetic methodology using ultrasonic treatment was applied to the C-acylation of 1,3-cyclohexanedione with thiophene-2-carbonyl chloride to afford 3-hydroxy-2-(2-thienylcarbonyl)cyclohex-2-en-1-one (5). This compound was used as a building block to prepare different bicyclic systems: tetrahydro-4H- indazol-4-ones (7ac and 9a,b,d), and 6,7-dihydrobenzisoxazole (11) by reaction with different hydrazines and hydroxylamine, respectively. Structural elucidation of all compounds was thoroughly achieved by NMR spectroscopy. © CSIRO 2011.
Fil: Chans, Guillermo Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Moyano, Elizabeth Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Yranzo, Gloria Inés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description A new synthetic methodology using ultrasonic treatment was applied to the C-acylation of 1,3-cyclohexanedione with thiophene-2-carbonyl chloride to afford 3-hydroxy-2-(2-thienylcarbonyl)cyclohex-2-en-1-one (5). This compound was used as a building block to prepare different bicyclic systems: tetrahydro-4H- indazol-4-ones (7ac and 9a,b,d), and 6,7-dihydrobenzisoxazole (11) by reaction with different hydrazines and hydroxylamine, respectively. Structural elucidation of all compounds was thoroughly achieved by NMR spectroscopy. © CSIRO 2011.
publishDate 2011
dc.date.none.fl_str_mv 2011-05-30
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/11336/66811
Chans, Guillermo Manuel; Moyano, Elizabeth Laura; Yranzo, Gloria Inés; Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones; Csiro Publishing; Australian Journal of Chemistry; 64; 5; 30-5-2011; 638-646
0004-9425
1445-0038
CONICET Digital
CONICET
url http://hdl.handle.net/11336/66811
identifier_str_mv Chans, Guillermo Manuel; Moyano, Elizabeth Laura; Yranzo, Gloria Inés; Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones; Csiro Publishing; Australian Journal of Chemistry; 64; 5; 30-5-2011; 638-646
0004-9425
1445-0038
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1071/CH11015
info:eu-repo/semantics/altIdentifier/url/http://www.publish.csiro.au/ch/CH11015
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
dc.publisher.none.fl_str_mv Csiro Publishing
publisher.none.fl_str_mv Csiro Publishing
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 13.011256

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