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Hydrophosphonylation of activated alkenes and alkynes via fluoride ion activation in ionic liquid medium
Authors:E. Balaraman
Affiliation:School of Chemistry, University of Hyderabad, Hyderabad 500046, AP, India
Abstract:A simple transition metal-free hydro/hydrothiophosphonylation of Baylis-Hillman adducts, substituted allyl bromides, allenylphosphonates and alkynes, promoted by fluoride ion in ionic liquid, is described. Clear-cut evidence for fluoride activation of the phosphite via pentacoordinate phosphorus is provided for the first time. Also, in a comparative reaction, the product obtained was different from that from the palladium catalyzed one. Structures of key products are proven by X-ray crystallography.
Keywords:Hydrophosphonylation   Baylis-Hillman adducts   Fluoride activation   Penta-coordinate phosphorus   X-ray structure   Ionic liquid medium
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