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
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/66811
Ver los metadatos del registro completo
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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 Técnicas2025-09-29T10:03:11Zoai: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:34982025-09-29 10:03:12.109CONICET 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 |
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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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1844613845202501632 |
score |
13.070432 |