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Synthesis of 2-benzoylethynylpyrroles by cross coupling of 2-arylpyrroles with 1-benzoyl-2-bromoacetylene over aluminum oxide

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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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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    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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  1. B. A. Trofimov
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  2. L. N. Sobenina
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  3. Z. V. Stepanova
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  4. A. P. Demenev
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  5. A. I. Mikhaleva
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  6. I. A. Ushakov
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  7. T. I. Vakul’skaya
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  8. O. V. Petrova
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Additional information

Original Russian Text © 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, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 9, pp. 1366–1372.

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Trofimov, B.A., Sobenina, L.N., Stepanova, Z.V. et al. Synthesis of 2-benzoylethynylpyrroles by cross coupling of 2-arylpyrroles with 1-benzoyl-2-bromoacetylene over aluminum oxide. Russ J Org Chem 42, 1348–1355 (2006). https://doi.org/10.1134/S1070428006090168

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  • DOI: https://doi.org/10.1134/S1070428006090168

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