Copper-catalyzed electrosynthesis of 1-acyl-2,2-diphenylcyclopropanes and their behaviour in acidic medium |
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Authors: | Sylvain OudeyerEric Léonel Jean Paul Paugam Jean-Yves Nédélec |
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Institution: | Laboratoire d'Electrochimie, Catalyse et Synthèse Organique, UMR 7582, CNRS-Université Paris XII Val de Marne, 2, Rue Henri Dunant, B.P. 28, F-94320 Thiais, France |
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Abstract: | The formation of 1-acyl-2,2-diphenylcyclopropanes is performed under mild electrochemical conditions. These cyclopropane derivatives, through acid-catalyzed ring-opening, lead to γ,γ-diphenyl-β,γ-unsaturated carbonyl compounds which evolve into either substituted naphthalenes, or β-benzhydryl-α,β-cycloalkenones depending on the acyclic or cyclic nature of the intermediate allyl ketone. |
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Keywords: | acyl cyclopropanes β-benzhydryl-α β-cycloalkenones substituted naphthalenes electro-organic synthesis benzannulation |
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