Palladium-catalyzed synthesis of 9-fluorenylidenes through aryne annulation.
The palladium-catalyzed annulation of arynes by substituted o-halostyrenes produces substituted 9-fluorenylidenes in good yields. This methodology provides this important carbocyclic ring system in a single step, which involves the generation of two new carbon-carbon bonds, occurs under relatively mild reaction conditions, and tolerates a variety of functional groups, including cyano, ester, aldehyde, and ketone groups.
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Shilpa A
SA
Worlikar
Richard C
RC
Larock
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013343:Styrenes / Q000737:chemistry
D005449:Fluorenes; D013343:Styrenes; D010165:Palladium