Gold-Catalyzed Hydrofluorination of Internal Alkynes Using Aqueous HF

The gold-catalyzed hydrofluorination reaction of internal alkynes using hydrofluoric acid is reported. Notably, those conditions use one of the most economical sources of HF and are free of additional additives. Both symmetrical and unsymmetrical internal alkynes can be utilized, and the use of alky...

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Veröffentlicht in:Organic letters 2019-11, Vol.21 (22), p.9024-9027
Hauptverfasser: Gauthier, Raphaël, Mamone, Marius, Paquin, Jean-François
Format: Artikel
Sprache:eng
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Zusammenfassung:The gold-catalyzed hydrofluorination reaction of internal alkynes using hydrofluoric acid is reported. Notably, those conditions use one of the most economical sources of HF and are free of additional additives. Both symmetrical and unsymmetrical internal alkynes can be utilized, and the use of alkynes bearing a fluorinated group at the propargylic position as substrates allowed for a regioselective hydrofluorination reaction.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03425