We have developed a technologically orientated, one-pot way of synthesis of high purity 2-phenylpyrrole in 74% yield by treatment of acetophenone oxime with acetylene in the KOH–DMSO system. The reaction is carried out at 135-150°C under an acetylene atmospheric pressure. The synthesis was performed in laboratory (glass apparatus) and in a large scale (10 l reaction vessel).
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This work was carried out with the financial support of the Russian Foundation for Fundamental Investigations (grants 08-03-12008-ofi, 10-03-91154-GFEN_a) and the Grants Council of the President of the Russian Federation (grant NSh 3230.2010.3).
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*Dedicated to Academician M. G. Voronkov on his 90th birthday.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1649-1653, November, 2011.
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Mikhaleva, A.I., Petrova, O.V. & Sobenina, L.N. 2-Phenylpyrrole: one-pot selective synthesis from acetophenone oxime and acetylene by a Trofimov reaction*. Chem Heterocycl Comp 47, 1367–1371 (2012). https://doi.org/10.1007/s10593-012-0922-5
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DOI: https://doi.org/10.1007/s10593-012-0922-5