K. E. Shepelenko, K. A. Nikolaeva, I. G. Gnatiuk, O. G. Garanzha, A. A. Alexandrov, M. E. Minyaev, V. M. Chernyshev, “Ruthenium(II)-catalyzed C(3)–H arylation of furan moiety in fuberidazole derivatives”, Mendeleev Commun., 32:4 (2022), 485

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Mendeleev Communications, 2022, Volume 32, Issue 4, Pages 485–487
DOI: https://doi.org/10.1016/j.mencom.2022.07.018 (Mi mendc702)

This article is cited in 7 scientific papers (total in 7 papers)

Communications

Ruthenium(II)-catalyzed C(3)–H arylation of furan moiety in fuberidazole derivatives

K. E. Shepelenko^a, K. A. Nikolaeva^a, I. G. Gnatiuk^a, O. G. Garanzha^a, A. A. Alexandrov^a, M. E. Minyaev^b, V. M. Chernyshev^a

^a Platov South-Russian State Polytechnic University, Novocherkassk, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Full-text PDF (345 kB) Citations (7)

DOI: https://doi.org/10.1016/j.mencom.2022.07.018

Graphic abstract: Ruthenium(II)-catalyzed C(3)–H arylation of furan moiety in fuberidazole derivatives

Abstract: An efficient selective C(3)–H arylation of furan ring in 2-(furan-2-yl)benzimidazoles, derivatives of fuberidazole fungicide, with aryl bromides catalyzed by [RuCl₂(cymene)]₂/ pivalic acid system has been accomplished. High selectivity of the process may be accounted for by the action of benzimidazol-2-yl substituent as the directing group.

Keywords: furans, CH-functionalization, arylation, ruthenium complexes, carboxylate assistance, 2-hetarylfurans, benzimidazoles.

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(5.3 Mb)

Citation: K. E. Shepelenko, K. A. Nikolaeva, I. G. Gnatiuk, O. G. Garanzha, A. A. Alexandrov, M. E. Minyaev, V. M. Chernyshev, “Ruthenium(II)-catalyzed C(3)–H arylation of furan moiety in fuberidazole derivatives”, Mendeleev Commun., 32:4 (2022), 485–487

Linking options:

https://www.mathnet.ru/eng/mendc702

https://www.mathnet.ru/eng/mendc/v32/i4/p485

This publication is cited in the following 7 articles:

D. A. Kolykhalov, A. N. Golysheva, B. Ya. Karlinskii, “Stabilizing Influence of Electron-Deficient Triazole Fragment on the Furan Heterocycle in Renewable Platform Chemicals”, Doklady Rossijskoj akademii nauk. Himiâ, nauki o materialah., 517:1 (2025), 13
K. E. Shepelenko, I. G. Gnatiuk, V. M. Chernyshev, “Ruthenium-Catalyzed Regioselective C7–H Arylation of 2-(Het)aryl[1,2,4]triazolo[1,5-a]pyrimidines with Aryl Halides”, Russ J Org Chem, 60:6 (2024), 1042
Konstantin E. Shepelenko, Irina G. Gnatiuk, Andrey A. Aleksandrov, Mikhail E. Minyaev, Victor M. Chernyshev, “Regioselective arylation of (het)aryl fragment in 2-(het)aryl-1-methylperimidines under ruthenium catalysis”, Mendeleev Communications, 34:6 (2024), 875
Konstantin E. Shepelenko, Irina G. Gnatiuk, Igor V. Lavrentev, Mikhail E. Minyaev, Victor M. Chernyshev, Valentine P. Ananikov, “Simple Access to 3-(Hetero)arylated Derivatives of 2-Furoic Acid via Ru(II)-Catalyzed C3-H Arylation of 2-Furoylimidazole”, Synthesis, 56:19 (2024), 3063
K. E. Shepelenko, I. G. Gnatiuk, V. M. Chernyshev, “Selective Ru-Catalyzed C3–H Alkenylation of Furan-2- and Thiophene-2-carboxylic Acids with Internal Alkynes”, Russ J Gen Chem, 94:10 (2024), 2586
I. G. Gnatiuk, K. A. Nikolaeva, K. E. Shepelenko, V. M. Chernyshev, “Structural effects of the carboxylate anion on Ru-catalyzed C—H arylation of (hetero)aromatic substrates containing N-donor directing group”, Russ Chem Bull, 73:3 (2024), 497
I. V. Lavrentev, K. E. Shepelenko, I. G. Gnatiuk, A. A. Aleksandrov, Yu. Zhang, V. M. Chernyshev, “CH-alkylation of furan derivatives under photoinduced Pd catalysis”, Mendeleev Commun., 33:4 (2023), 494–496

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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