ABSTRACT:Conditions allowing the palladium-catalysed regioselective direct arylation of fulvene derivatives are reported. The nature of the aryl source exhibits an important influence on the yield. The reaction of fulvenes with aryl bromides gave poor yields; whereas, the use of benzenesulfonyl chlorides gave rise to fulvenes arylated at C1-and C4-positions on the 5-membered ring in good yields. The reaction tolerates various substituents such as nitrile, nitro, fluoro, trifluoromethyl, chloro or even bromo on the benzenesulfonyl chloride.Fulvenes (Fig. 1) are on the borderline between true aromatic compounds and conjugated dienes, and exhibit high polar character and charge transfer properties.
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