Synthesis of 2-benzoylethynylpyrroles by cross coupling of 2-arylpyrroles with 1-benzoyl-2-bromoacetylene over aluminum oxide |
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Authors: | B A Trofimov L N Sobenina Z V Stepanova A P Demenev A I Mikhaleva I A Ushakov T I Vakul’skaya O V Petrova |
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Institution: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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Abstract: | Cross coupling of 2-arylpyrrole with benzoylbromoacetylene over aluminum oxide at room temperature gave 45–94% of 2-(benzoylethynyl)-5-arylpyrroles. Intermediate 2-(2-benzoyl-1-bromoethenyl)-5-arylpyrroles were isolated in up to 19% yield. The reaction was accompanied by formation of less than 5% of adducts of the initial pyrroles with the cross-coupling products, 2-benzoyl-1,1-bis(5-arylpyrrol-2-yl)ethenes. |
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