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Original Articles

A New Synthesis of Polycyclic Fluoranthenes via Cyclodehydration of a Keto-Adduct Formed by Michael Reaction

Pages 261-266 | Published online: 10 Mar 2008
 

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.

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