Аннотация:
An interaction of carbonyl compounds (isatins, 4-nitrobenzaldehyde) with azomethine imines generated by the diaziridine ring opening in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of BF3·Et2O as a catalyst induced the metathesis to other azomethine imines with the elimination of aldehydes ArCHO. New azomethine imines were trapped with diethyl acetylenedicarboxylate, otherwise they transformed to the corresponding pyrazolines due to a 1,4-H shift.
Образец цитирования:
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
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc2728
https://www.mathnet.ru/rus/mendc/v22/i1/p32
Эта публикация цитируется в следующих 26 статьяx:
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Dmitry V. Khakimov, Leonid L. Fershtat, Tatyana S. Pivina, Nina N. Makhova, “Nitrodiaziridines: Unattainable yet, but Desired Energetic Materials”, J. Phys. Chem. A, 125:18 (2021), 3920
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Zetryana Puteri Tachrim, Lei Wang, Yuta Murai, Makoto Hashimoto, “New Trends in Diaziridine Formation and Transformation (a Review)”, Molecules, 26:15 (2021), 4496
Ilya I. Marochkin, Vladimir V. Kuznetsov, Zhidong Li, Anatolii N. Rykov, Nina N. Makhova, Igor F. Shishkov, “Molecular structure of 1,2-diethyldiaziridine studied by gas electron diffraction supported by quantum chemistry calculations”, Journal of Molecular Structure, 1225 (2021), 129066
Sundaresan Ravindra, C. P. Irfana Jesin, Arivalagan Shabashini, Ganesh Chandra Nandi, “Recent Advances in the Preparations and Synthetic Applications of Oxaziridines and Diaziridines”, Adv Synth Catal, 363:7 (2021), 1756
Janis Jermaks, Phong K. Quach, Zara M. Seibel, Julien Pomarole, Tristan H. Lambert, “Ring-opening carbonyl–olefin metathesis of norbornenes”, Chem. Sci., 11:30 (2020), 7884
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L. S. Khaikin, G. G. Ageev, O. E. Grikina, I. F. Shishkov, V. V. Kuznetsov, N. N. Makhova, “Intramolecular Motions in 1,2,3-Triethyldiaziridine: A Quantum Chemistry Study”, Russ. J. Phys. Chem., 94:9 (2020), 1836
Uroš Grošelj, Jurij Svete, Jeffery Aubé, Organic Reactions, 2020, 529
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
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
V. V. Kuznetsov, V. V. Kachala, N. N. Makhova, “Synthesis of hybrid structures comprising diaziridine and cyclopropane rings in one molecule”, Mendeleev Commun., 28:5 (2018), 497–500
Animesh Mondal, Chhanda Mukhopadhyay, “Silver‐Induced Cα(sp3)–H Activation of Benzylamines Followed by [1,5]‐ versus [1,3]‐Rearrangement: A Strategy towards the Regioselective Synthesis of Spiro‐Dihydropyrroles”, Eur J Org Chem, 2017:42 (2017), 6299
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
M. I. Pleshchev, N. V. Das Gupta, M. I. Struchkova, A. S. Goloveshkin, I. S. Bushmarinov, D. V. Khakimov, N. N. Makhova, “Regio- and stereoselective cycloaddition of stable azomethine imines to (arylmethylidene)malononitriles”, Mendeleev Commun., 25:3 (2015), 188–190
L. L. Fershtat, S. S. Ashirbaev, A. S. Kulikov, V. V. Kachala, N. N. Makhova, “Ionic liquid-mediated synthesis of (1H-1,2,3-triazol-1-yl)furoxans by [3 + 2] cycloaddition of azidofuroxans to acetylenes”, Mendeleev Commun., 25:4 (2015), 257–259
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
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