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

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.
20
3443
3452
allylic alcohols; arenediazonium salts; cross coupling; Heck reaction; arylations
BARBERO M; CADAMURO S; DUGHERA S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1881
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