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Synthesis of Hydantoins Spiro-Annulated to the Pyrrole Ring, by the Reaction of Pyrrolo[1,2-c][4,1]benzoxazepinetriones with Urea and Thiourea

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Abstract

The reaction of 3-aroylpyrrolo[1,2-c][4,1]benzoxazepine-1,2,4-triones with urea and thiourea leads to the formation of 9-aroyl-8-hydroxy-6-[2-(hydroxymethyl)phenyl]-1,3,6-triazaspiro[4.4]-non-8-ene-2,4,7-triones and 9-aroyl-8-hydroxy-6-[2-(hydroxymethyl)phenyl]-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-diones, respectively. The described reaction is a convenient method for the synthesis of the hardly accessible 1,3,6-triazaspiro[4.4]nonenone system (hydantoins spiro-annulated to the pyrrole ring).

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Funding

The research was financially supported by the Perm research and education center for rational subsoil use, 2021.

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Authors and Affiliations

  1. Perm State University, 614990, Perm, Russia

    A. A. Maslivets, A. A. Andreeva, M. V. Dmitriev & A. N. Maslivets

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  1. A. A. Maslivets
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  2. A. A. Andreeva
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  3. M. V. Dmitriev
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  4. A. N. Maslivets
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Correspondence to A. N. Maslivets.

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Maslivets, A.A., Andreeva, A.A., Dmitriev, M.V. et al. Synthesis of Hydantoins Spiro-Annulated to the Pyrrole Ring, by the Reaction of Pyrrolo[1,2-c][4,1]benzoxazepinetriones with Urea and Thiourea. Russ J Org Chem 58, 244–248 (2022). https://doi.org/10.1134/S1070428022020129

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