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Cyclization of 5,6-Diarylpyrrolo[3,4-d]pyrimidine-2,4-diones into Pyrrolo[1,2-f]phenanthridine Derivatives: Intramolecular C–H Arylation under Ru/NHC Catalysis

  • Yu. N. Tkachenko,
  • M. A. Shevchenko,
  • I. V. Lavrentev,
  • D. V. Pasyukov,
  • M. E. Minyaev,
  • V. M. Chernyshev

摘要

Abstract

The cyclization of 5,6-diarylpyrrolo[3,4-d]pyrimidine-2,4-diones containing a halogen atom in the ortho-position of one of the aryl rings, proceeding as intramolecular C–H arylation catalyzed by Ru(II) complexes, was studied. It was found that complexes Ru(NHC)(cymene)Cl2, where NHC = IPr [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], IMes [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene], and their derivatives containing substituents at positions 4 and 5 of the imidazole ring, exhibit high catalytic activity. Based on the reaction studied, new representatives of pyrimido[5',4':3,4]pyrrolo[1,2-f]phenanthridine were obtained.