CAS 3048205-32-6, Cat. No EN300-51977609
Reagent for vinylation
Vinyltriarylbismuthonium tetrafluoroborate is a reagent for α-vinylation of carbonyl compounds, particularly ketones, esters, and enones1. The reagent demonstrates good reactivity under mild conditions, typically using Li-enolates generated in situ, followed by vinylation at low temperatures, often around 0°C to room temperature. The reaction provides regioselective vinylation, making it suitable for aryl and aliphatic carbonyl substrates. The reagent works efficiently with a wide range of carbonyl compounds, including aromatic ketones, esters, and more sterically hindered enones, providing high yields with good regioselectivity.
Synonyms: triphenyl(vinyl)bismuth(V) tetrafluoroborate; Vinyl-Bis BF4
Selected publication
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Vinyltriarylbismuthonium Salts: Powerful Vehicles for α-Vinylation of Carbonyl Compounds.
Li L.; Hu L.; Sae-Jew J.; Rawal V. J Am Chem Soc 2024, 146 (27), 18672–18681. DOI: 10.1021/jacs.4c05709