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...

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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
Descripción
Sumario: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.