Abstract:
Conversion of 4-R-nitrobenzenes into 3-R-benzoic acids under the action of KCN in the EtOH–H2O mixture (the von Richter reaction) is significantly accelerated by ionic liquids thus allowing to extend the scope of the reaction. The finding is pioneering ionic liquid- promoted nucleophilic aromatic cine-substitution of hydrogen.
Document Type:
Article
Language: English
Citation:
M. A. Epishina, A. S. Kulikov, N. V. Ignat'ev, M. Schulte, N. N. Makhova, “Nucleophilic aromatic cine-substitution of hydrogen: the ionic liquid-promoted von Richter reaction”, Mendeleev Commun., 25:1 (2015), 41–43
Linking options:
https://www.mathnet.ru/eng/mendc2294
https://www.mathnet.ru/eng/mendc/v25/i1/p41
This publication is cited in the following 9 articles:
Damiano Tanini, Tommaso Pecchi, Nikolai Ignat'ev, Antonella Capperucci, “Ionic Liquids-Assisted Ring Opening of Three-Membered Heterocycles with Thio- and Seleno-Silanes”, Catalysts, 12:10 (2022), 1259
Florian Berger, Eva Maria Alvarez, Nils Frank, Kostiantyn Bohdan, Mykhailo Kondratiuk, Luca Torkowski, Pascal S. Engl, Joana Barletta, Tobias Ritter, “Cine-Substitutions at Five-Membered Hetarenes Enabled by Sulfonium Salts”, Org. Lett., 22:14 (2020), 5671
M. R. Crampton, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2015, 2019, 251
A. V. Okhlobystina, A. O. Okhlobystin, N. N. Letichevskaya, V. F. Abdulaeva, N. O. Movchan, N. T. Berberova, “An alternative method for the desulfurization of hydrocarbon fuels”, Mendeleev Commun., 27:1 (2017), 104–105
M. G. Chernysheva, A. E. Averina, O. A. Soboleva, G. A. Badun, “Radionuclide and tensiometry approaches to studying lysozyme behaviors in water–ionic liquid systems”, Mendeleev Commun., 27:3 (2017), 296–298
Oleg N. Chupakhin, Valery N. Charushin, “Recent advances in the field of nucleophilic aromatic substitution of hydrogen”, Tetrahedron Letters, 57:25 (2016), 2665
Santiago Barroso, Sébastien Lemaire, Vittorio Farina, Andreas K. Steib, Romain Blanc, Paul Knochel, “Cine Substitution with Arylzinc Reagents: Scope and Mechanistic Studies”, J. Org. Chem., 81:7 (2016), 2804
S. V. Savilov, A. O. Artemova, A. S. Ivanov, Z. Shen, S. M. Aldoshin, V. V. Lunin, “Stability of a high-voltage ionic liquid with a substituted piperidinium cation and a TFSI anion, promising for electrochemical applications”, Mendeleev Commun., 26:3 (2016), 240–242
Margarita A. Epishina, Alexander S. Kulikov, Nikolai V. Ignat'ev, Michael Schulte, Nina N. Makhova, “ChemInform Abstract: Nucleophilic Aromatic Cine‐Substitution of Hydrogen: The Ionic Liquid‐Promoted von Richter Reaction.”, ChemInform, 46:24 (2015)
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