Synthesis of Fluorenones from Aromatic Aldoxime Ethers and Aryl Halides by Palladium-Catalyzed Dual C[BOND]H Activation and Heck Cyclization


  • We thank the National Science Council of Republic of China (NSC 96-2113M-007-020-MY3) for support of this research.


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Highway to Heck: An efficient new one-pot palladium-catalyzed synthesis is described which affords a wide range of 9-fluorenone derivatives in good to excellent yields. A mechanism for the two distinct catalytic steps, C[BOND]H bond activation followed by oxidative intramolecular Heck cyclization, is proposed and reaction intermediates supporting this mechanism have been isolated.