4.0 Article

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

Journal

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 58, Issue 2, Pages 244-248

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1070428022020129

Keywords

hetareno[e]pyrrole,; 3-aroylpyrrolo[1.2-c][4,1]benzoxazepine-1,2,4(6H)-triones; hydantoins; 1,3,6-triazaspiro[4.4]nonenones; urea

Funding

  1. Perm research and education center for rational subsoil use

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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-hyclroxy-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).
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-hyclroxy-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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