A new synthesis of polycyclic fluoranthenes via cyclodehydration of a keto-adduct formed by michael reaction
Date of Original Version
A new and general synthesis of polycyclic fluoranthenes is described. The key step is a Michael addition of 9-fluorenyl anion to α-methylene ketones, followed by cyclodehydration and aromatization. The versatility of this synthetic strategy was demonstrated by the preparation of several substituted fluoranthenes and polycyclic fluoranthenes. The sterically-driven double Wagner-Meerwein rearrangement in the synthesis of this class of molecules is also discussed.
Polycyclic Aromatic Compounds
Cho, Bongsup P., and Li Zhou. "A new synthesis of polycyclic fluoranthenes via cyclodehydration of a keto-adduct formed by michael reaction." Polycyclic Aromatic Compounds 11, 1-4 (1996): 261-266. doi:10.1080/10406639608544674.