A new synthesis of polycyclic fluoranthenes via cyclodehydration of a keto-adduct formed by michael reaction

Document Type

Article

Date of Original Version

1-1-1996

Abstract

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.

Publication Title, e.g., Journal

Polycyclic Aromatic Compounds

Volume

11

Issue

1-4

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