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An aryl to imidoyl palladium migration process involving intramolecular C-H activation.

Journal of the American Chemical Society (2007-04-03)
Jian Zhao, Dawei Yue, Marino A Campo, Richard C Larock
RÉSUMÉ

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.

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9-Fluorenone, 98%