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

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)Cl 2 , where NHC = IPr [1,3-...

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Published inRussian journal of general chemistry Vol. 94; no. 2; pp. 327 - 336
Main Authors Tkachenko, Yu. N., Shevchenko, M. A., Lavrentev, I. V., Pasyukov, D. V., Minyaev, M. E., Chernyshev, V. M.
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.02.2024
Springer Nature
Springer Nature B.V
Subjects
Catalysis
Catalytic activity
Chemistry
Chemistry and Materials Science
Chemistry, Multidisciplinary
Chemistry/Food Science
Diketones
Imidazole
Physical Sciences
Pyrimidines
Science & Technology
ruthenium
Ru/NHC
catalysis
intramolecular C–H arylation
pyrrolopyrimidine
pyrrolophenathridine
intramolecular C-H arylation
ACTIVATION
COMPLEXES
BOND FUNCTIONALIZATION
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Summary: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)Cl 2 , 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.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363224020087