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Palladium-Catalyzed Domino Coupling Reactions of Aryl Halides with Norbornene Derivatives - A Simple Route to Polycyclic Aromatic Compounds

Albrecht, Karsten ; Reiser, Oliver ; Weber, Martin ; Knieriem, Burkhard ; Meijere, Armin de



Abstract

Under palladium-catalysis, norbornene 1, dicyclopentadiene 10, norbornenol 13, and norbornenone 15 react with unsubstituted as well as substituted bromo- and iodobenzenes to give 1 : 3 coupling products with 4-aryl-9,10-dihydrophenanthrene units with up to 70% isolated yields. The structures of two such products 4a and 4e were proved by X-ray crystal structure analysis. 2-Bromothiophene 17 reacts ...

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