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Reactions of 1-aryl-2,5-dimethylpyrroles with ketones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-Aryl-2,5-dimethylpyrroles react with acyclic ketones with acid catalysis to give geminal di-2-pyrrolyl derivatives independently of the ratio of the reagents. The reaction of cyclohexanone and cycloheptanone occurs analogously with 2∶1 ratio of pyrrole to ketone. With an excess of cyclohexanone a cycloheptanone 1-aryl-2,5-dimethyl-3,4-dicyclohexenylpyrroles and substituted 4,5,6,7,8,9-hexahydro-2H-azulene[1,2-c]pyrrol-4-spirocycloheptane are produced respectively.

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Authors
  1. O. Pushechnikov
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  2. S. P. Ivonin
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  3. A. A. Chaikovskaya
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  4. T. N. Kudrya
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  5. V. V. Pirozhenko
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  6. A. A. Tolmachev
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Additional information

Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev 253660; e-mail: dov@fosfor.kiev.ua. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1506–1511, November, 1999.

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Pushechnikov, O., Ivonin, S.P., Chaikovskaya, A.A. et al. Reactions of 1-aryl-2,5-dimethylpyrroles with ketones. Chem Heterocycl Compd 35, 1313–1318 (1999). https://doi.org/10.1007/BF02252000

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  • DOI: https://doi.org/10.1007/BF02252000

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