Synthesis of fluoren-9-ones via palladium-catalyzed cyclocarbonylation of o-halobiaryls.
The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.
Campo
M A
MA
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Larock
R C
RC
D001713:Biphenyl Compounds / Q000737:chemistry; D002384:Catalysis; D005449:Fluorenes / Q000138:chemical synthesis*; D010165:Palladium
D001713:Biphenyl Compounds; D005449:Fluorenes; D010165:Palladium