Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones

Autores
Abonia, Rodrigo; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Sortino, Maximiliano Andrés; Nogueras, Manuel; Cobo, Justo
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Herein it is provided an efficient, environmentally friendly and one-pot procedure for the synthesis of a library of new and diversely substituted 1,3-thiazolidin-4-ones in short reaction times and good yields through a solvent-, catalyst- and desiccant-free three-component process. Reactions proceeded by treatment of primary benzyl(aryl)amines with aromatic aldehydes (and ketones) and 2-mercaptoacetic acid acting as both reagent and self-catalyst. All reactions were performed in sand bath instead of the commonly used oil bath avoiding the generation of undesired volatile materials proceeding of the thermal decomposition of the oils. IR, Mass and NMR experiments as well as X-ray diffraction confirmed structures of the obtained products.
Fil: Abonia, Rodrigo. Universidad del Valle; Colombia
Fil: Castillo, Juan. Universidad de los Andes; Colombia. Universidad del Valle; Colombia
Fil: Insuasty, Braulio. Universidad del Valle; Colombia
Fil: Quiroga, Jairo. Universidad del Valle; Colombia
Fil: Sortino, Maximiliano Andrés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Nogueras, Manuel. Universidad de Jaén; España
Fil: Cobo, Justo. Universidad de Jaén; España
Materia
2-Mercaptoacetic Acid
Green Synthesis
Multicomponent Reactions
Primary Benzylamines
Solvent-Free Conditions
Thiazolidin-4-Ones
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:11336/50218

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network_name_str CONICET Digital (CONICET)
spelling Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-onesAbonia, RodrigoCastillo, JuanInsuasty, BraulioQuiroga, JairoSortino, Maximiliano AndrésNogueras, ManuelCobo, Justo2-Mercaptoacetic AcidGreen SynthesisMulticomponent ReactionsPrimary BenzylaminesSolvent-Free ConditionsThiazolidin-4-Oneshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Herein it is provided an efficient, environmentally friendly and one-pot procedure for the synthesis of a library of new and diversely substituted 1,3-thiazolidin-4-ones in short reaction times and good yields through a solvent-, catalyst- and desiccant-free three-component process. Reactions proceeded by treatment of primary benzyl(aryl)amines with aromatic aldehydes (and ketones) and 2-mercaptoacetic acid acting as both reagent and self-catalyst. All reactions were performed in sand bath instead of the commonly used oil bath avoiding the generation of undesired volatile materials proceeding of the thermal decomposition of the oils. IR, Mass and NMR experiments as well as X-ray diffraction confirmed structures of the obtained products.Fil: Abonia, Rodrigo. Universidad del Valle; ColombiaFil: Castillo, Juan. Universidad de los Andes; Colombia. Universidad del Valle; ColombiaFil: Insuasty, Braulio. Universidad del Valle; ColombiaFil: Quiroga, Jairo. Universidad del Valle; ColombiaFil: Sortino, Maximiliano Andrés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; ArgentinaFil: Nogueras, Manuel. Universidad de Jaén; EspañaFil: Cobo, Justo. Universidad de Jaén; EspañaElsevier2016-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/50218Abonia, Rodrigo; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Sortino, Maximiliano Andrés; et al.; Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones; Elsevier; Arabian Journal of Chemistry; 5-20161878-5352CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.arabjc.2016.11.016info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1878535216302258info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:43:15Zoai:ri.conicet.gov.ar:11336/50218instacron: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 10:43:15.732CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
title Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
spellingShingle Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
Abonia, Rodrigo
2-Mercaptoacetic Acid
Green Synthesis
Multicomponent Reactions
Primary Benzylamines
Solvent-Free Conditions
Thiazolidin-4-Ones
title_short Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
title_full Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
title_fullStr Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
title_full_unstemmed Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
title_sort Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones
dc.creator.none.fl_str_mv Abonia, Rodrigo
Castillo, Juan
Insuasty, Braulio
Quiroga, Jairo
Sortino, Maximiliano Andrés
Nogueras, Manuel
Cobo, Justo
author Abonia, Rodrigo
author_facet Abonia, Rodrigo
Castillo, Juan
Insuasty, Braulio
Quiroga, Jairo
Sortino, Maximiliano Andrés
Nogueras, Manuel
Cobo, Justo
author_role author
author2 Castillo, Juan
Insuasty, Braulio
Quiroga, Jairo
Sortino, Maximiliano Andrés
Nogueras, Manuel
Cobo, Justo
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv 2-Mercaptoacetic Acid
Green Synthesis
Multicomponent Reactions
Primary Benzylamines
Solvent-Free Conditions
Thiazolidin-4-Ones
topic 2-Mercaptoacetic Acid
Green Synthesis
Multicomponent Reactions
Primary Benzylamines
Solvent-Free Conditions
Thiazolidin-4-Ones
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Herein it is provided an efficient, environmentally friendly and one-pot procedure for the synthesis of a library of new and diversely substituted 1,3-thiazolidin-4-ones in short reaction times and good yields through a solvent-, catalyst- and desiccant-free three-component process. Reactions proceeded by treatment of primary benzyl(aryl)amines with aromatic aldehydes (and ketones) and 2-mercaptoacetic acid acting as both reagent and self-catalyst. All reactions were performed in sand bath instead of the commonly used oil bath avoiding the generation of undesired volatile materials proceeding of the thermal decomposition of the oils. IR, Mass and NMR experiments as well as X-ray diffraction confirmed structures of the obtained products.
Fil: Abonia, Rodrigo. Universidad del Valle; Colombia
Fil: Castillo, Juan. Universidad de los Andes; Colombia. Universidad del Valle; Colombia
Fil: Insuasty, Braulio. Universidad del Valle; Colombia
Fil: Quiroga, Jairo. Universidad del Valle; Colombia
Fil: Sortino, Maximiliano Andrés. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Nogueras, Manuel. Universidad de Jaén; España
Fil: Cobo, Justo. Universidad de Jaén; España
description Herein it is provided an efficient, environmentally friendly and one-pot procedure for the synthesis of a library of new and diversely substituted 1,3-thiazolidin-4-ones in short reaction times and good yields through a solvent-, catalyst- and desiccant-free three-component process. Reactions proceeded by treatment of primary benzyl(aryl)amines with aromatic aldehydes (and ketones) and 2-mercaptoacetic acid acting as both reagent and self-catalyst. All reactions were performed in sand bath instead of the commonly used oil bath avoiding the generation of undesired volatile materials proceeding of the thermal decomposition of the oils. IR, Mass and NMR experiments as well as X-ray diffraction confirmed structures of the obtained products.
publishDate 2016
dc.date.none.fl_str_mv 2016-05
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/11336/50218
Abonia, Rodrigo; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Sortino, Maximiliano Andrés; et al.; Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones; Elsevier; Arabian Journal of Chemistry; 5-2016
1878-5352
CONICET Digital
CONICET
url http://hdl.handle.net/11336/50218
identifier_str_mv Abonia, Rodrigo; Castillo, Juan; Insuasty, Braulio; Quiroga, Jairo; Sortino, Maximiliano Andrés; et al.; Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-ones; Elsevier; Arabian Journal of Chemistry; 5-2016
1878-5352
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.arabjc.2016.11.016
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1878535216302258
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
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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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