The reaction of tributyltin enolates, prepared from tributyltin methoxide and enol acetates in situ, with aryl and 1-alkenyl bromides in the presence of dichlorobis(tri-o-tolylphosphine)palladium was found to give α-aryl and α-(1-alkenyl) ketones, respectively, in good yields with essentially complete retention of the enol acetate regiochemistry.
The reaction of acetonyltributyltin, prepared from tributyltin methoxide and isopropenyl acetate in situ, with aryl bromide in the presence of a catalytic amount of PdCl2(o-Tolyl3P)2 was found to give arylacetones in good yields.
The reaction of tributyltin enolates, prepared from tributyltin methoxide and enol acetates in situ, with bromobenzene in the presence of a catalytic amount of PdCl,(o-tolyl,P), was found to give a-phenyl ketones in good yields with essentially complete retention of the acetate regiochemistry.
Die Arylbromide (I) reagieren mit dem Enolacetat (H) in Gegenwart von TributyIzinn‐methylat (Reaktionsmechunismus) zu den α‐substituienen Ketonen (III).
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