Photocatalytic conversion of aryl diazonium salts to sulfonyl fluorides.
Diazonium salts
Electron transfer
Photocatalyst
Sulfonyl fluorides
Journal
Tetrahedron
ISSN: 0040-4020
Titre abrégé: Tetrahedron
Pays: England
ID NLM: 2984170R
Informations de publication
Date de publication:
12 Jun 2023
12 Jun 2023
Historique:
pmc-release:
12
06
2024
medline:
26
2
2024
pubmed:
26
2
2024
entrez:
26
2
2024
Statut:
ppublish
Résumé
Sulfonyl fluorides have emerged as powerful tools in chemical biology for the selective labelling of proteins. A photocatalytic method is described for the conversion of aryl diazonium salts to aryl sulfonyl fluorides. The diazonium substrates are easily obtained in one step from functionalized anilines. We present the optimization of this mild method for the synthesis of sulfonyl fluorides, the scope of the transformation with a series of functionalized diazonium salts, and we discuss photophysical measurements that provide detailed information about the mechanism of the photochemical process.
Identifiants
pubmed: 38404686
doi: 10.1016/j.tet.2023.133364
pmc: PMC10887421
pii:
doi:
Types de publication
Journal Article
Langues
eng
Déclaration de conflit d'intérêts
Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.