A highly chemoselective intermolecular annulation reaction of phenol-based biaryls with bromoalkyl alkynes has been successfully developed by palladium/norbornene catalysis. This domino process was accomplished by following a cascade of Catellani-type C-H functionalization, alkyne migratory insertion, and arene dearomatization, thus leading to a large number of spiro[4,5]decane-embedded polycyclic molecules bearing various functional groups in moderate to excellent yields.
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