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 Xray diffraction confirmed structures of the obtained products.
Fil: Fil: Abonia, Rodrigo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Castillo, Juan. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Castillo, Juan. Universidad de los Andes. Departamento de Química; Colombia.
Fil: Fil: Insuasty, Braulio. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Quiroga, Jairo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Sortino, Maximiliano Andrés. Universidad Nacional de Rosario. Facultad de Farmacia y Bioquímica. Área Farmacognosia; Argentina.
Fil: Fil: Nogueras, Manuel. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; España.
Fil: Fil: Cobo, Justo. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; España.
Materia
2-Mercaptoacetic Acid
Primary Benzylamines
Multicomponent Reactions
Solvent-free Conditions
Green Synthesis
Thiazolidin-4-ones
Nivel de accesibilidad
acceso abierto
Condiciones de uso
Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Repositorio
RepHipUNR (UNR)
Institución
Universidad Nacional de Rosario
OAI Identificador
oai:rephip.unr.edu.ar:2133/19492
Acceder
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network_acronym_str RepHipUNR
repository_id_str 1550
network_name_str RepHipUNR (UNR)
spelling Catalyst-, solvent- and desiccant-free three-component synthesis of novel C-2,N-3 disubstituted thiazolidin-4-onesAbonia, RodrigoCastillo, JuanInsuasty, BraulioQuiroga, JairoSortino, Maximiliano Andrés Nogueras, ManuelCobo, Justo2-Mercaptoacetic AcidPrimary BenzylaminesMulticomponent ReactionsSolvent-free ConditionsGreen SynthesisThiazolidin-4-onesHerein 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 Xray diffraction confirmed structures of the obtained products.Fil: Fil: Abonia, Rodrigo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.Fil: Fil: Castillo, Juan. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.Fil: Fil: Castillo, Juan. Universidad de los Andes. Departamento de Química; Colombia.Fil: Fil: Insuasty, Braulio. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.Fil: Fil: Quiroga, Jairo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.Fil: Fil: Sortino, Maximiliano Andrés. Universidad Nacional de Rosario. Facultad de Farmacia y Bioquímica. Área Farmacognosia; Argentina.Fil: Fil: Nogueras, Manuel. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; España.Fil: Fil: Cobo, Justo. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; España.Elsevier2016-12-22info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://hdl.handle.net/2133/19492urn:issn: 1878-5352enghttps://www.sciencedirect.com/science/article/pii/S1878535216302258?via%3Dihubhttps://doi.org/10.1016/j.arabjc.2016.11.016info:eu-repo/semantics/openAccessAttribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)https://creativecommons.org/licenses/by-nc-nd/4.0/Licencia RepHipreponame:RepHipUNR (UNR)instname:Universidad Nacional de Rosario2025-09-29T13:42:18Zoai:rephip.unr.edu.ar:2133/19492instacron:UNRInstitucionalhttps://rephip.unr.edu.ar/Universidad públicaNo correspondehttps://rephip.unr.edu.ar/oai/requestrephip@unr.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:15502025-09-29 13:42:18.264RepHipUNR (UNR) - Universidad Nacional de Rosariofalse
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
Primary Benzylamines
Multicomponent Reactions
Solvent-free Conditions
Green Synthesis
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
Primary Benzylamines
Multicomponent Reactions
Solvent-free Conditions
Green Synthesis
Thiazolidin-4-ones
topic 2-Mercaptoacetic Acid
Primary Benzylamines
Multicomponent Reactions
Solvent-free Conditions
Green Synthesis
Thiazolidin-4-ones
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 Xray diffraction confirmed structures of the obtained products.
Fil: Fil: Abonia, Rodrigo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Castillo, Juan. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Castillo, Juan. Universidad de los Andes. Departamento de Química; Colombia.
Fil: Fil: Insuasty, Braulio. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Quiroga, Jairo. Universidad del Valle. Facultad de Ciencias Naturales y Exactas. Departamento de Química. Grupo de Investigación de Compuestos Heterocíclicos (GICH); Colombia.
Fil: Fil: Sortino, Maximiliano Andrés. Universidad Nacional de Rosario. Facultad de Farmacia y Bioquímica. Área Farmacognosia; Argentina.
Fil: Fil: Nogueras, Manuel. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; España.
Fil: Fil: Cobo, Justo. Universidad de Jaen. Departamento de Química Inorgánica y Orgánica; 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 Xray diffraction confirmed structures of the obtained products.
publishDate 2016
dc.date.none.fl_str_mv 2016-12-22
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/2133/19492
urn:issn: 1878-5352
url http://hdl.handle.net/2133/19492
identifier_str_mv urn:issn: 1878-5352
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv https://www.sciencedirect.com/science/article/pii/S1878535216302258?via%3Dihub
https://doi.org/10.1016/j.arabjc.2016.11.016
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
https://creativecommons.org/licenses/by-nc-nd/4.0/
Licencia RepHip
eu_rights_str_mv openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
https://creativecommons.org/licenses/by-nc-nd/4.0/
Licencia RepHip
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:RepHipUNR (UNR)
instname:Universidad Nacional de Rosario
reponame_str RepHipUNR (UNR)
collection RepHipUNR (UNR)
instname_str Universidad Nacional de Rosario
repository.name.fl_str_mv RepHipUNR (UNR) - Universidad Nacional de Rosario
repository.mail.fl_str_mv rephip@unr.edu.ar
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score 13.070432

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