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Auto-Tandem Palladium Catalysis: From Isoxazole to 2-Azafluorenone.

Sajal Das, Dongsub Hong, Zhiwei Chen, Zhigang She, William H Hersh, Gopal Subramaniam, Yu Chen
Organic Letters 2015 November 21
An auto-tandem palladium catalysis from halogen-substituted isoxazoles and Michael acceptors is described. It involves two mechanistically distinct palladium-catalyzed reactions, a Heck reaction and a rearrangement, leading to 2-azafluorenones. It is the first example of palladium-catalyzed ring opening of isoxazoles and rearrangement of the β-imino ketone ring-opening product.

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