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From 1,4-diketones to N-vinyl derivatives of 3,3′-bipyrroles and 4,8-dihydropyrrolo[2,3-f]indole in just two preparative steps
Authors:Boris A Trofimov  Igor' A Ushakov  Alexander V Vashchenko  Nadezhda V Zorina
Institution:A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation
Abstract:Dioximes of hexane-2,5-dione and cyclohexane-1,4-dione react with acetylene in an autoclave (KOH/DMSO, 100 °C, 1 h, initial pressure 14 atm) to give 2,2′-dimethyl-1,1′-divinyl-3,3′]bipyrrole and 1,5-divinyl-4,8-dihydropyrrolo2,3-f]indole in 12% and 6% yields, respectively, thus exemplifying a very simple, straightforward route to inaccessible or unknown pyrrolic assemblies.
Keywords:3  3&prime  -Bipyrroles  Pyrroloindoles  Dioximes  Acetylene  Superbases
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