We hypothesized that N-arylimidazole groups could undergo cyclizaLons to the imidazolecontaining spirocycles from the appropriately-subsLtuted fluorenol. The 2-posiLon of the imidazole ring is readily deprotonated, allowing for 1-arylimidazoles to be used to prepare 9fluorenols by reacLon with 9-fluorenone (eq 2). Although 1-phenylimidazole is commercially available, more diverse structures may be prepared by the copper mediate C-N coupling of imidazoles and aryl boronic acids (eq 2). 6 Thus, the naphthyl boronic acid 6 is coupled to imidazole to provide derivaLve 7 in 27% isolated yield. Upon lithiaLon and reacLon with 9fluorenone, the 9-fluorenol 8 is obtained in 37% isolated yield. Other 9-fluorenols were obtained from N-arylimidazoles in yields ranging from 27-82% (12 examples). Although some coupling reacLons were accomplished in good yields, this method typically gave the N-arylimidazole in less than 50% yield.