Radical-mediated cyclisation of ω-aryl-β-dicarbonyl compounds to tetrahydrobenzocyclohepten-6-ones, hexahydrobenzocycloocten-6-ones and naphthalen-2 (1 H)- …

JF Jamie, RW Rickards

Index: Jamie, Joanne F.; Rickards, Rodney W. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 24 p. 3613 - 3621

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Abstract

Manganese (III) acetate in acetic acid promotes efficient radical-mediated oxidative cyclisation of ε-aryl-β-dicarbonyl and Z-γ, δ-unsaturated δ-aryl-β-dicarbonyl compounds carrying electron-releasing groups in the aromatic ring, forming 6, 7, 8, 9-tetrahydro-5H- benzocyclohepten-6-ones and naphthalen-2 (1H)-ones, respectively. The process is accompanied by secondary acetoxylation at the activated benzylic position of the initial ...