The Journal of organic chemistry

Synthesis of 9-Fluorenylidenes and 9, 10-Phenanthrenes through Palladium-Catalyzed Aryne Annulation by o-Halostyrenes and o-Halo Allylic Benzenes

SA Worlikar, RC Larock

Index: Worlikar, Shilpa A.; Larock, Richard C. Journal of Organic Chemistry, 2009 , vol. 74, # 23 p. 9132 - 9139

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Citation Number: 26

Abstract

A number of functionally substituted 9-fluorenylidenes and 9, 10-phenanthrenes have been synthesized from substituted o-halostyrenes and o-halo allylic benzenes respectively in good yields by the palladium-catalyzed annulation of arynes. The methodology tolerates a variety of functional groups, including cyano, ester, aldehyde, and ketone groups, occurs under relatively mild reaction conditions, and involves the generation of two new carbon− ...