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In-Flow Generation of Thionyl Fluoride (SOF2) Enables the Rapid and Efficient Synthesis of Acyl Fluorides from Carboxylic Acids - imarina:9378983

Autor/es de la URV:Bernús Pérez, Miguel / Boutureira Martín, Omar
Autor según el artículo:Mazzarella, Daniele; Stanic, Jelena; Bernus, Miguel; Mehdi, Arad Seyed; Henderson, Cassandra J; Boutureira, Omar; Noel, Timothy
Direcció de correo del autor:miguel.bernus@urv.cat
omar.boutureira@urv.cat
Identificador del autor:0000-0003-0302-0720
0000-0002-0768-8309
Año de publicación de la revista:2024
Tipo de publicación:Journal Publications
Referencia de l'ítem segons les normes APA:Mazzarella, Daniele; Stanic, Jelena; Bernus, Miguel; Mehdi, Arad Seyed; Henderson, Cassandra J; Boutureira, Omar; Noel, Timothy (2024). In-Flow Generation of Thionyl Fluoride (SOF2) Enables the Rapid and Efficient Synthesis of Acyl Fluorides from Carboxylic Acids. Jacs Au, 4(8), 2989-2994. DOI: 10.1021/jacsau.4c00318
Referencia al articulo segun fuente origial:Jacs Au. 4 (8): 2989-2994
Resumen:Herein, we report an approach for generating thionyl fluoride (SOF2) from the commodity chemicals thionyl chloride (SOCl2) and potassium fluoride (KF). The methodology relies on a microfluidic device that can efficiently produce and dose this toxic gaseous reagent under extremely mild and safe conditions. Subsequently, the in situ-generated thionyl fluoride is reacted with an array of structurally and electronically differing carboxylic acids, leading to the direct and efficient synthesis of highly sought-after acyl fluorides. Importantly, our investigation also highlights the inherent modularity of this flow-based platform. We demonstrate the adaptability of this approach by not only synthesizing acyl fluorides but also directly converting carboxylic acids into a diverse array of valuable compounds such as esters, thioesters, amides, and ketones. This versatility showcases the potential of this approach for a wide range of synthetic applications, underscoring its significance in the realm of chemical synthesis.
DOI del artículo:10.1021/jacsau.4c00318
Enlace a la fuente original:https://pubs.acs.org/doi/full/10.1021/jacsau.4c00318
Versión del articulo depositado:info:eu-repo/semantics/publishedVersion
Acceso a la licencia de uso:https://creativecommons.org/licenses/by/3.0/es/
Departamento:Química Analítica i Química Orgànica
URL Documento de licencia:https://repositori.urv.cat/ca/proteccio-de-dades/
Áreas temáticas:Physical and theoretical chemistry
Organic chemistry
Chemistry, multidisciplinary
Chemistry (miscellaneous)
Analytical chemistry
Palabras clave:Tetrafluoride
Technology
Surrogate
Sulfur-dioxide
Spectrum deoxofluorinating agent
Reagent
On-demand synthesis
Multistep synthesis
Multistep synthesi
Gaseousreagents
Gaseous reagents
Fluorine chemistry
Fluorination
Flow chemistry
Chemistry
Carbonylation
Bis(2-methoxyethyl)aminosulfur trifluoride
Entidad:Universitat Rovira i Virgili
Fecha de alta del registro:2024-11-30
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