Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents

The use of Type III Deep Eutectic Solvents (DESs) as both solvents and cocatalysts enable the one-pot synthesis of several β-ketosulfides, structural motifs commonly found in biologically active compounds, via a multicomponent reaction (MCR) involving 2-bromoketones, alkyl or benzyl halides, and pot...

Descripción completa

Detalles Bibliográficos
Autores: Falcini, Chiara, Jaén-Herrera, David, Fernández Fernández, Rosario Fátima, Alcántara, Andrés R., Gonzalo Calvo, Gonzalo de
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Institución:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:dnet:idus________::8e86da0fb14190e99ba093f27ae7f92e
Acceso en línea:https://hdl.handle.net/11441/184433
https://doi.org/10.3390/molecules31040745
Access Level:acceso abierto
Palabra clave:Deep eutectic solvents
E-factor
Global warming potential
Green chemistry
Multicomponent reactions
β-ketosulfides
id ES_09a68bfa25d8800a7d64f85da952b23f
oai_identifier_str oai:dnet:idus________::8e86da0fb14190e99ba093f27ae7f92e
network_acronym_str ES
network_name_str España
repository_id_str
spelling Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic SolventsFalcini, ChiaraJaén-Herrera, DavidFernández Fernández, Rosario FátimaAlcántara, Andrés R.Gonzalo Calvo, Gonzalo deDeep eutectic solventsE-factorGlobal warming potentialGreen chemistryMulticomponent reactionsβ-ketosulfidesThe use of Type III Deep Eutectic Solvents (DESs) as both solvents and cocatalysts enable the one-pot synthesis of several β-ketosulfides, structural motifs commonly found in biologically active compounds, via a multicomponent reaction (MCR) involving 2-bromoketones, alkyl or benzyl halides, and potassium thioacetate in basic medium. Under these conditions, it was possible to avoid not only the use of the non-eco-friendly solvent dimethylformamide (DMF), but also an additional hydrolytic step previously reported for the preparation of these molecules. The MCR conducted in the presence of the DES ChCl:Gly (1:2) was optimized through the evaluation of different reaction parameters. Notably, the non-conventional medium could be recycled up to four times without any appreciable loss of catalytic activity. Environmental metrics, including the E factor, E+ factor, and Global Warming Potential (GWP), were calculated for the process both in the presence and absence of the DES, demonstrating improved environmental performance when the DES was employed.Multidisciplinary Digital Publishing Institute (MDPI)Química OrgánicaEuropean Union (UE)2026info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfapplication/pdfhttps://hdl.handle.net/11441/184433https://doi.org/10.3390/molecules31040745reponame:idUS. Depósito de Investigación de la Universidad de Sevillainstname:Universidad de Sevilla (US)InglésMolecules, 31 (4), 745. 101072731https://doi.org/10.3390/molecules31040745info:eu-repo/semantics/openAccessoai:dnet:idus________::8e86da0fb14190e99ba093f27ae7f92e2026-06-17T12:51:07Z
dc.title.none.fl_str_mv Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
title Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
spellingShingle Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
Falcini, Chiara
Deep eutectic solvents
E-factor
Global warming potential
Green chemistry
Multicomponent reactions
β-ketosulfides
title_short Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
title_full Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
title_fullStr Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
title_full_unstemmed Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
title_sort Multicomponent Reaction for the Synthesis of β-Ketosulfides in Deep Eutectic Solvents
dc.creator.none.fl_str_mv Falcini, Chiara
Jaén-Herrera, David
Fernández Fernández, Rosario Fátima
Alcántara, Andrés R.
Gonzalo Calvo, Gonzalo de
author Falcini, Chiara
author_facet Falcini, Chiara
Jaén-Herrera, David
Fernández Fernández, Rosario Fátima
Alcántara, Andrés R.
Gonzalo Calvo, Gonzalo de
author_role author
author2 Jaén-Herrera, David
Fernández Fernández, Rosario Fátima
Alcántara, Andrés R.
Gonzalo Calvo, Gonzalo de
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Química Orgánica
European Union (UE)
dc.subject.none.fl_str_mv Deep eutectic solvents
E-factor
Global warming potential
Green chemistry
Multicomponent reactions
β-ketosulfides
topic Deep eutectic solvents
E-factor
Global warming potential
Green chemistry
Multicomponent reactions
β-ketosulfides
description The use of Type III Deep Eutectic Solvents (DESs) as both solvents and cocatalysts enable the one-pot synthesis of several β-ketosulfides, structural motifs commonly found in biologically active compounds, via a multicomponent reaction (MCR) involving 2-bromoketones, alkyl or benzyl halides, and potassium thioacetate in basic medium. Under these conditions, it was possible to avoid not only the use of the non-eco-friendly solvent dimethylformamide (DMF), but also an additional hydrolytic step previously reported for the preparation of these molecules. The MCR conducted in the presence of the DES ChCl:Gly (1:2) was optimized through the evaluation of different reaction parameters. Notably, the non-conventional medium could be recycled up to four times without any appreciable loss of catalytic activity. Environmental metrics, including the E factor, E+ factor, and Global Warming Potential (GWP), were calculated for the process both in the presence and absence of the DES, demonstrating improved environmental performance when the DES was employed.
publishDate 2026
dc.date.none.fl_str_mv 2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/11441/184433
https://doi.org/10.3390/molecules31040745
url https://hdl.handle.net/11441/184433
https://doi.org/10.3390/molecules31040745
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Molecules, 31 (4), 745.
101072731
https://doi.org/10.3390/molecules31040745
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute (MDPI)
publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute (MDPI)
dc.source.none.fl_str_mv reponame:idUS. Depósito de Investigación de la Universidad de Sevilla
instname:Universidad de Sevilla (US)
instname_str Universidad de Sevilla (US)
reponame_str idUS. Depósito de Investigación de la Universidad de Sevilla
collection idUS. Depósito de Investigación de la Universidad de Sevilla
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869403118365573120
score 15,811543

Similares en LA Referencia