Tetrahedron

Photomediated synthesis of β-alkylketones from cycloalkanes

D Dondi, AM Cardarelli, M Fagnoni, A Albini

Index: Dondi, Daniele; Cardarelli, Anna Maria; Fagnoni, Maurizio; Albini, Angelo Tetrahedron, 2006 , vol. 62, # 23 p. 5527 - 5535

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Citation Number: 44

Abstract

β-Cycloalkylketones are prepared through a photomediated radical addition reaction onto enones starting from the corresponding alkanes (ie, cyclopentane,-hexane,-heptane,- dodecane and adamantane). The alkyl radicals are generated via hydrogen abstraction by either an organic (benzophenone) or an inorganic (tetrabutylammonium decatungstate, TBADT) photomediator. Isolated yields vary in the range 30–80%. Benzophenone has to ...

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