Arenediazonium o-benzenedisulfonimides were reacted with primary and secondary allylic alcohols. The reactions, carried out in aqueous ethanol in the presence of palladium(II) acetate as precatalyst and sodium hydrogen carbonate as base, gave the arylation products with good overall conversion. In all cases, the major products were the β-arylated carbonyl derivatives. The o-benzenedisulfonimide was recovered in high yield from all the reactions, and it was recycled for the preparation of other salts.
Arenediazonium o-Benzenedisulfonimides in Heck-Type Arylation of Allylic Alcohols
BARBERO, Margherita;CADAMURO, Silvano;DUGHERA, Stefano
2006-01-01
Abstract
Arenediazonium o-benzenedisulfonimides were reacted with primary and secondary allylic alcohols. The reactions, carried out in aqueous ethanol in the presence of palladium(II) acetate as precatalyst and sodium hydrogen carbonate as base, gave the arylation products with good overall conversion. In all cases, the major products were the β-arylated carbonyl derivatives. The o-benzenedisulfonimide was recovered in high yield from all the reactions, and it was recycled for the preparation of other salts.
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