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Synthesis of decahydrophenanthridine-1,7-dione and hexahydroisoquinol-8-one derivatives in the reaction of 2-acetyl-2-cyclohexene-1-ones with conjugated enaminocarbonyl compounds
Authors:Ya Ya Ozols  A N Pyrko  F A Lakhvich  B A Vigante  R R Dubure  G Ya Dubur  A A Akhrem
Institution:(1) Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006 Riga;(2) Institute of Bioorganic Chemistry, Academy of Sciences of the Belorussian SSR, 220600 Minsk
Abstract:Derivatives of decahydrophenanthridine-1,7-dione were obtained by the reaction of 2-acetyl-2-cyclohexen-1-ones with enamines of cyclic Bgr-diketones (dihydroresorcinol, dimedone). Derivatives of hexahydroisoquinol-8-one having electron-acceptor substituents at the 4-position were obtained by the reaction of 2-acetyl-5,5-dimethyl-2-cyclohexen-1-one with acyclic enaminocarbonyl compounds. The reaction mechanism is discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 66–71, January, 1990.
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