Palladium-Catalyzed Coupling Reactions of 1-Bromoadamantane with Styrenes and Arenes

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Abstract
The palladium-catalyzed reaction of 1-bromoadamantane (1-Br) with styrene and donor-substituted styrenes gave the corresponding Heck-type coupling products 3 a and b, and 5 a and b in moderate yields (15-41%), while the reaction of 1-Br with various arenes 6 a - p under palladium catalysis gave the corresponding adamantyl-substituted arenes 7 a - p in good to excellent yields (35-98%).