An aryl to imidoyl palladium migration process involving intramolecular C-H activation.
Biologically interesting fluoren-9-one and xanthen-9-one derivatives have been prepared by a novel aryl to imidoyl palladium migration, followed by intramolecular arylation. The fluoren-9-one synthesis appears to involve both a palladium migration mechanism and a C-H activation process proceeding through an unprecedented organopalladium(IV) hydride intermediate. The results from deuterium labeling experiments are consistent with the proposed dual mechanism.
Zhao
Jian
J
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Yue
Dawei
D
Campo
Marino A
MA
Larock
Richard C
RC
D003903:Deuterium / Q000737:chemistry; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry
D005449:Fluorenes; D044004:Xanthones; D010165:Palladium; C009689:xanthone; D003903:Deuterium; C028401:9-fluorenone