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

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 Full article

Journal

Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350

Output data

Year: 2024, Volume: 94, Number: 2, Pages: 327-336 Pages count : 10 DOI: 10.1134/s1070363224020087

Authors

Tkachenko Yu.N. ¹ , Shevchenko M.A. ¹ , Lavrentev I.V. ¹ , Pasyukov D.V. ¹ , Minyaev M.E. ² , Chernyshev V.M. ¹

Affiliations

1	Platov South-Russian State Polytechnic University (NPI), 346428, Novocherkassk, Russia
2	Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 119991, Moscow, Russia

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.

Tkachenko Y.N. , Shevchenko M.A. , Lavrentev I.V. , Pasyukov D.V. , Minyaev M.E. , Chernyshev V.M.
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
Russian Journal of General Chemistry. 2024. V.94. N2. P.327-336. DOI: 10.1134/s1070363224020087 WOS Scopus OpenAlex

≡ Web of science:	WOS:001210606400005
≡ Scopus:	2-s2.0-85191366406
≡ OpenAlex:	W4395668723