SYNTHESIS OF IMIDAZOLE SPIRO COMPOUNDS FROM 5-ALKOXYCARBONYL-1<i>Н</i>-PYRROLE-2,3-DIONES AND PHENYLUREA

Authors

  • Алексей Ю. Дубовцев Perm State National Research University, 15 Bukireva St., Perm 614990
  • Екатерина С. Денисламова Perm National Research Polytechnic University, 29 Komsomolsky Ave., Perm 614990
  • Павел С. Силайчев Perm State National Research University, 15 Bukireva St., Perm 614990
  • Максим В. Дмитриев Perm State National Research University, 15 Bukireva St., Perm 614990
  • Андрей Н. Масливец Perm State National Research University, 15 Bukireva St., Perm 614990

DOI:

https://doi.org/10.1007/3296

Keywords:

1Н-pyrrole-2, 3-diones, 1, 3, 6-triazaspiro[4.4]nonane, urea, spiroannulation

Abstract

5-Alkoxycarbonyl-substituted 1Н-pyrrole-2,3-diones react with phenylurea, forming alkyl 4-hydroxy-5-oxo-2[(phenylcarbamoyl)amino]-2,5-dihydro-1Н-pyrrole-2-carboxylates, which cyclize in the presence of sodium methoxide, giving 8-hydroxy-3phenyl-1,3,6-triazaspiro[4.4]-non-8-ene-2,4,7-triones. The crystal structures of 8-hydroxy-9-(4-methylbenzoyl)-3-phenyl-6(p-tolyl)-1,3,6-triazaspiro[4.4]non-8-ene-2,4,7-trione and methyl 8-hydroxy-2,4,7-trioxo-3,6-diphenyl-1,3,6-triazaspiro[4.4]non-8-ene-9-carboxylate were studied.

Authors: Aleksei Yu. Dubovtsev, Ekaterina S. Denislamova, Pavel S. Silaichev, Maksim V. Dmitriev, Andrey N. Maslivets*

 

Author Biographies

Алексей Ю. Дубовцев, Perm State National Research University, 15 Bukireva St., Perm 614990

Алексей Юрьевич Дубовцев

кафедра органической химии, аспирант

Екатерина С. Денисламова, Perm National Research Polytechnic University, 29 Komsomolsky Ave., Perm 614990

Екатерина Сергеевна Денисламова

Павел С. Силайчев, Perm State National Research University, 15 Bukireva St., Perm 614990

Павел Сергеевич Силайчев

кафедра органической химии, старший преподаватель

Максим В. Дмитриев, Perm State National Research University, 15 Bukireva St., Perm 614990

Максим Викторович Викторович

кафедра органической химии, старший преподаватель

Андрей Н. Масливец, Perm State National Research University, 15 Bukireva St., Perm 614990

Андрей Николаевич Масливец

кафедра органической химии, профессор

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Published

2016-07-18

Issue

Vol. 52 No. 7 (2016)

Section

Original Papers