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Method for the preparation of 4-aryl-3-pyrrolin-2-ones and their 5-bromo derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

An effective method for the conversion of 1-acetyl-4-phenyl-2-pyrrolidone into 1-acetyl-4-phenyl-3-pyrrolin-2-one by bromination–dehydrobromination with N-bromosuccinimide, catalyzed by azo-bisisobutyronitrile or by UV irradiation is developed. The method was extended to the 1-acetyl-4-phenyl-3-pyrrolin-2-one structural analogs. An employment of an excess of N-bromosuccinimide under given reaction conditions leads to the bromination of 1-acetyl-4-phenyl-3-pyrrolin-2-one and its structural analogs at position 5.

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Authors and Affiliations

  1. Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga, LV-1006, Latvia

    M. Vorona, N. Orlova, E. Kuznetsov, S. Vikainis, E. Liepinsh, S. Belyakov, A. Mishnev & G. Veinberg

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  1. M. Vorona
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  2. N. Orlova
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  3. E. Kuznetsov
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  4. S. Vikainis
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  5. E. Liepinsh
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  6. S. Belyakov
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  7. A. Mishnev
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  8. G. Veinberg
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Corresponding author

Correspondence to G. Veinberg.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1201-1211, August, 2013.

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Vorona, M., Orlova, N., Kuznetsov, E. et al. Method for the preparation of 4-aryl-3-pyrrolin-2-ones and their 5-bromo derivatives. Chem Heterocycl Comp 49, 1118–1127 (2013). https://doi.org/10.1007/s10593-013-1352-8

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  • DOI: https://doi.org/10.1007/s10593-013-1352-8

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