Аннотация:
5,6-Diaryl-2,3-dihydro-1H-pyrazolo[1,2-a]pyrazolium tetrafluoroborates (hexafluorophosphate) were unexpectedly synthesized along with expected 1,3-diaryl-2-nitrotetrahydro-1H,5H-pyrazolo[1,2-a]pyrazoles, under the action of 1-nitro-2-(3-nitrophenyl)-ethylene on 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in ionic liquids with the Et2O·BF3 catalyst, whereas the same reaction with unsubstituted β-nitrostyrene produced only 1,3-diaryl-2-nitrotetrahydro-1H,5H-pyrazolo[1,2-a]pyrazole derivatives.
Образец цитирования:
Yu. S. Syroeshkina, V. V. Kachala, I. V. Ovchinnikov, V. V. Kuznetsov, Yu. V. Nelyubina, K. A. Lyssenko, N. N. Makhova, “Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes”, Mendeleev Commun., 19:5 (2009), 276–278
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc3198
https://www.mathnet.ru/rus/mendc/v19/i5/p276
Эта публикация цитируется в следующих 24 статьяx:
V.V. Kuznetsov, D.V. Khakimov, A.I. Samigullina, A.S. Dmitrenok, “Synthesis and physical properties of new 1,6-diazabicyclo[4.1.0]heptanes: Quantum-chemistry calculations and crystal structures simulations”, Chemical Physics, 579 (2024), 112187
Shubham Sharma, Pooja Sharma, Bharti Budhalakoti, Akshay Kumar, Kuldeep Singh, Rupender Kumar Kamboj, Kanchna Bhatrola, “Exploring the Impact of Ionic Liquids on Pyrazole Derivatives Synthesis: A Critical Review”, ChemistrySelect, 9:31 (2024)
Emmanuel R. Buabeng, Md Shamim, Maged Henary, Comprehensive Heterocyclic Chemistry IV, 2022, 311
V.V. Kuznetsov, D.V. Khakimov, A.S. Dmitrenok, A.S. Goloveshkin, “Synthesis, structure and peculiarity of conformational behavior of 1,5-diazabicyclo[3.1.0]hexanes”, Journal of Molecular Structure, 1269 (2022), 133856
Alexander P Molchanov, Mariia M Efremova, Mariya A Kryukova, Mikhail A Kuznetsov, “Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation”, Beilstein J. Org. Chem., 16 (2020), 2679
Н. Н. Махова, Л. И. Беленький, Г. А. Газиева, И. Л. Далингер, Л. С. Константинова, В. В. Кузнецов, А. Н. Кравченко, М. М. Краюшкин, О. А. Ракитин, А. М. Старосотников, Л. Л. Ферштат, С. А. Шевелев, В. З. Ширинян, В. Н. Яровенко, “Прогресс в химии азот-, кислород- и серасодержащих гетероциклических систем”, Усп. хим., 89:1 (2020), 55–124; N. N. Makhova, L. I. Belen'kii, G. A. Gazieva, I. L. Dalinger, L. S. Konstantinova, V. V. Kuznetsov, A. N. Kravchenko, M. M. Krayushkin, O. A. Rakitin, A. M. Starosotnikov, L. L. Fershtat, S. A. Shevelev, V. Z. Shirinian, V. N. Yarovenko, “Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems”, Russian Chem. Reviews, 89:1 (2020), 55–124
Ilya I. Marochkin, Vladimir V. Kuznetsov, Anatolii N. Rykov, Nina N. Makhova, Igor F. Shishkov, “Molecular structure study of 1,2,3-trimethyldiaziridine by means of gas electron diffraction method”, Struct Chem, 30:2 (2019), 457
Ekaterina P. Altova, Vladimir V. Kuznetsov, Ilya I. Marochkin, Anatolii N. Rykov, Nina N. Makhova, Igor F. Shishkov, “3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method”, Struct Chem, 29:3 (2018), 815
Vladimir V. Kuznetsov, Ilya I. Marochkin, Alexander S. Goloveshkin, Nina N. Makhova, Igor F. Shishkov, “Comparable study of the structure of 1,2-bis(2-acetamidoethyl) diaziridine and 3,3-diethyldiaziridine with structures of related compounds by X-ray diffraction analysis and quantum chemical calculations”, Struct Chem, 28:4 (2017), 1211
Mikhail I. Pleshchev, Nikita V. Das Gupta, Vladimir V. Kuznetsov, Ivan V. Fedyanin, Vadim V. Kachala, Nina N. Makhova, “CAN-mediated new, regioselective one-pot access to bicyclic cationic structures with 2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium core”, Tetrahedron, 71:47 (2015), 9012
Lennart Lykke, Bjørn Dreiø Carlsen, Raoní Scheibler Rambo, Karl Anker Jørgensen, “Catalytic Asymmetric Synthesis of 4-Nitropyrazolidines: An Access to Optically Active 1,2,3-Triamines”, J. Am. Chem. Soc., 136:32 (2014), 11296
N. N. Makhova, M. I. Pleshchev, M. A. Epishina, A. S. Kulikov, “Synthesis and Transformations of Nitrogen Heterocycles in Ionic Liquids (Review)”, Chem Heterocycl Comp, 50:5 (2014), 634
V. V. Kuznetsov, V. V. Seregin, D. V. Khakimov, T. S. Pivina, M. D. Vedenyapina, A. A. Vedenyapin, N. N. Makhova, “The study of the formation mechanism of 1,2,3-trialkyldiaziridines by kinetic and quantum chemistry methods”, Russ Chem Bull, 63:9 (2014), 2000
M. I. Pleshchev, V. Yu. Petukhova, V. V. Kuznetsov, D. V. Khakimov, T. S. Pivina, Yu. V. Nelyubina, N. N. Makhova, “Generation and metathesis of azomethine imines in reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with het(aryl)methylidenemalononitriles”, Russ Chem Bull, 62:4 (2013), 1066
M. I. Pleshchev, V. V. Kachala, A. S. Goloveshkin, I. S. Bushmarinov, V. V. Kuznetsov, D. V. Khakimov, N. N. Makhova, “Unexpected regioselectivities of [3 + 2] cycloaddition of azomethine imines to acrylonitrile and 4-nitrophenyl vinyl sulfone”, Mendeleev Commun., 23:5 (2013), 271–273
M. I. Pleshchev, V. Yu. Petukhova, V. V. Kuznetsov, D. V. Khakimov, T. S. Pivina, M. I. Struchkova, Yu. V. Nelyubina, N. N. Makhova, “Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles”, Mendeleev Commun., 23:1 (2013), 34–36
M. I. Pleshchev, M. A. Epishina, V. V. Kachala, V. V. Kuznetsov, A. S. Goloveshkin, I. S. Bushmarinov, N. N. Makhova, “Ionic liquid-promoted stereoselective [3 + 2] cycloaddition of 1-hetaryl-2-nitroethenes to azomethine imines generated in situ”, Mendeleev Commun., 23:4 (2013), 206–208
V. V. Kuznetsov, V. V. Seregin, A. A. Laptev, D. V. Khakimov, T. S. Pivina, A. P. Simakova, M. D. Vedenyapina, A. A. Vedenyapin, N. N. Makhova, “Kinetic and quantum chemical studies of the mechanism of formation of 1,2-dialkyldiaziridines”, Russ Chem Bull, 61:6 (2012), 1121
V. Yu. Petukhova, M. I. Pleshchev, L. L. Fershtat, V. V. Kuznetsov, V. V. Kachala, N. N. Makhova, “Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds”, Mendeleev Commun., 22:1 (2012), 32–34
David A. Capretto, Chad Brouwer, Catherine B. Poor, Chuan He, “Gold(I)-Catalyzed Formation of 3-Pyrazolines through Cycloaddition of Diaziridine to Alkynes”, Org. Lett., 13:21 (2011), 5842
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