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

Scholarly Works

• Liu, Z.; Ning, L.; Yang, B.; Wang, K.; Lin, L.; Feng, X. Unveiling the migration reactivity of bicyclic diaziridines: enantioselective synthesis of chiral pyrazolines. Chemical science 2025, 16, 16584–16589. doi:10.1039/d5sc04846j
• Vinogradova, E. E.; Fershtat, L. L. Scalable Synthesis of 1,5-Diazabicyclo[3.1.0]hexanes Using N-Chlorosuccinimide as Chlorinating Agent. Organic letters 2025, 27, 5686–5690. doi:10.1021/acs.orglett.5c01440
• Grau, B. W.; Kumar, P.; Nilsen, A.; Malhotra, S. V. Nitrogen-bridgehead compounds: overview, synthesis, and outlook on applications. Organic & biomolecular chemistry 2025, 23, 1479–1532. doi:10.1039/d4ob01589d
• Hu, Y.; Yu, H.-B.; Tian, Y.; Xie, M.-S.; Guo, H.-M. Copper(II)-Catalyzed Asymmetric (3+3) Annulation of Diaziridines with Oxiranes. Organic letters 2025, 27, 1310–1315. doi:10.1021/acs.orglett.5c00064
• Stoykov, I. I.; Antipin, I. S.; Burilov, V. A.; Kurbangalieva, A. R.; Rostovsky, N. V.; Pankova, A. S.; Balova, I. A.; Remizov, Y. O.; Pevzner, L. M.; Petrov, M. L.; Vasily, A. V.; Averin, A. D.; Beletskaya, I. P.; Nenaydenko, V. G.; Beloglazkina, E. K.; Gromov, S. P.; Karlov, S. S.; Magdesieva, T. V.; Prishchenko, A. A.; Popkov, S. V.; Terentyev, A. O.; Tsaplin, G. V.; Kustova, T. P.; Kochetova, L. B.; Magdalinova, N. A.; Krasnokutskaya, E. A.; Nyuchev, A. V.; Kuznetsova, Y. L.; Fedorov, A. Y.; Egorova, A. Y.; Grinev, V. S.; Sorokin, V. V.; Ovchinnikov, K. L.; Kofanov, E. R.; Kolobov, A. V.; Rusinov, V. L.; Zyryanov, G. V.; Nosov, E. V.; Bakulev, V. A.; Belskaya, N. P.; Berezkina, T. V.; Obydennov, D. L.; Sosnovskikh, V. Y.; Bakhtin, S. G.; Baranova, O. V.; Doroshkevich, V. S.; Raskildina, G. Z.; Sultanova, R. M.; Zlotskiy, S. S.; Dyachenko, V. D.; Dyachenko, I. V.; Fisyuk, A. S.; Konshin, V. V.; Dotsenko, V. V.; Ivleva, E. A.; Reznikov, A. N.; Klimochkin, Y. N.; Aksenov, D. A.; Aksenov, N. A.; Aksenov, A. V.; Burmistrov, V. V.; Butov, G. M.; Novakov, I. A.; Shikhaliev, K. S.; Stolpovskaya, N. V.; Medvedev, S. M.; Kandalintseva, N. V.; Prosenko, O. I.; Menshchikova, E. B.; Golovanov, A. A.; Khashirova, S. Y. Organic Chemistry in Russian Universities: Achievements of recent years. Žurnal organičeskoj himii 2024, 60. doi:10.31857/s0514749224020058
• Karjee, P.; Shah, T. A.; Mandal, S.; Debnath, B.; Punniyamurthy, T. Recent Advancement on Ring Expansion of Bicyclic Diaziridines to Access N‐Heterocyclic Compounds. European Journal of Organic Chemistry 2024, 28. doi:10.1002/ejoc.202401057
• Stoikov, I. I.; Antipin, I. S.; Burilov, V. A.; Kurbangalieva, A. R.; Rostovskii, N. V.; Pankova, A. S.; Balova, I. A.; Remizov, Y. O.; Pevzner, L. M.; Petrov, M. L.; Vasilyev, A. V.; Averin, A. D.; Beletskaya, I. P.; Nenajdenko, V. G.; Beloglazkina, E. K.; Gromov, S. P.; Karlov, S. S.; Magdesieva, T. V.; Prishchenko, A. A.; Popkov, S. V.; Terent'ev, A. O.; Tsaplin, G. V.; Kustova, T. P.; Kochetova, L. B.; Magdalinova, N. A.; Krasnokutskaya, E. A.; Nyuchev, A. V.; Kuznetsova, Y. L.; Fedorov, A. Y.; Egorova, A. Y.; Grinev, V. S.; Sorokin, V. V.; Ovchinnikov, K. L.; Kofanov, E. R.; Kolobov, A. V.; Rusinov, V. L.; Zyryanov, G. V.; Nosov, E. V.; Bakulev, V. A.; Belskaya, N. P.; Berezkina, T. V.; Obydennov, D. L.; Sosnovskikh, V. Y.; Bakhtin, S. G.; Baranova, O. V.; Doroshkevich, V. S.; Raskildina, G. Z.; Sultanova, R. M.; Zlotskii, S. S.; Dyachenko, V. D.; Dyachenko, I. V.; Fisyuk, A. S.; Konshin, V. V.; Dotsenko, V. V.; Ivleva, E. A.; Reznikov, A. N.; Klimochkin, Y. N.; Aksenov, D. A.; Aksenov, N. A.; Aksenov, A. V.; Burmistrov, V. V.; Butov, G. M.; Novakov, I. A.; Shikhaliev, K. S.; Stolpovskaya, N. V.; Medvedev, S. M.; Kandalintseva, N. V.; Prosenko, O. I.; Menshchikova, E. B.; Golovanov, A. A.; Khashirova, S. Y. Organic Chemistry in Russian Universities. Achievements of Recent Years. Russian Journal of Organic Chemistry 2024, 60, 1361–1584. doi:10.1134/s1070428024080013
• Marochkin, I. I.; Sharanov, P. Y.; Kuznetsov, V. V.; Shishkov, I. F.; Novakovskaya, Y. V. 6-Phenyl-1,5-diazabicyclo[3.1.0]hexane: structure variations going from gas to crystal phase. Mendeleev Communications 2024, 34, 543–546. doi:10.1016/j.mencom.2024.06.024
• Kuznetsov, V.; Khakimov, D.; Samigullina, A.; Dmitrenok, A. Synthesis and physical properties of new 1,6-diazabicyclo[4.1.0]heptanes: Quantum-chemistry calculations and crystal structures simulations. Chemical Physics 2024, 579, 112187. doi:10.1016/j.chemphys.2024.112187
• Ouled Aitouna, A.; Mohammad-Salim, H.; Zeroual, A.; Syed, A.; Bahkali, A. H.; de Julián-Ortiz, J. V. Investigation of the molecular mechanism and diastereoselectivity in the [3 + 2] cycloaddition reaction between acetonitrile oxide and Cis-3,4-Dichlorocyclobutene: Insights from MEDT and docking study. Computational and Theoretical Chemistry 2023, 1228, 114283. doi:10.1016/j.comptc.2023.114283
• Lukyanova, V. A.; Kuznetsov, V. V.; Konstantinova, N. M.; Dmitrenok, A. S.; Kosaya, M. P.; Dorofeeva, O. V.; Druzhinina, A. I. Enthalpy of formation of 6-phenyl-1,5-diazabicyclo[3.1.0]hexane by combustion calorimetry and theoretical approach for efficient prediction of thermochemistry of diaziridines. Physical chemistry chemical physics : PCCP 2023, 25, 25289–25298. doi:10.1039/d3cp03290f
• Ageev, G. G.; Kuznetsov, V. V.; Rykov, A. N.; Shishkov, I. F. Molecular structure of 1,2,3-triethyldiaziridine: Gas-phase electron diffraction and theoretical calculations. Mendeleev Communications 2023, 33, 515–518. doi:10.1016/j.mencom.2023.06.024
• Dank, C.; Ielo, L. Recent advances in the accessibility, synthetic utility, and biological applications of aziridines. Organic & biomolecular chemistry 2023, 21, 4553–4573. doi:10.1039/d3ob00424d
• Belyakov, A. V.; Kuznetsov, V. V.; Shimanskaya, G. S.; Rykov, A. N.; Goloveshkin, A. S.; Novakovskaya, Y. V.; Shishkov, I. F. Molecular structure of 1,1',6,6'-tetraaza-7,7'-bi(bicyclo[4.1.0]heptane) in gas, solid and solution phases: GED, XRD and NMR data combined with quantum chemical calculations. Mendeleev Communications 2023, 33, 95–98. doi:10.1016/j.mencom.2023.01.030
• Kuznetsov, V.; Khakimov, D.; Dmitrenok, A.; Goloveshkin, A. Synthesis, structure and peculiarity of conformational behavior of 1,5-diazabicyclo[3.1.0]hexanes. Journal of Molecular Structure 2022, 1269, 133856. doi:10.1016/j.molstruc.2022.133856
• Penney, A. A.; Efremova, M. M.; Molchanov, A. P.; Kryukova, M. A.; Kudinov, A. Y.; Bunev, A. S.; Keresten, V. M.; Kuznetsov, M. A. 1,3‐Dipolar versus Nucleophilic Reactivity of Diaziridines Based on 3,4‐Dihydroisoquinoline toward Aryl Iso(thio)cyanates. ChemistrySelect 2022, 7. doi:10.1002/slct.202202627
• Kaleeswari, M.; Harikrishnan, P. Microwave Assisted a Highly Atom Economic, Chemo-, Regio- and Stereoselective Synthesis and Evaluation of Dispiro[1H-indene-2,3′-pyrrolidine-2′,3′′-[3H]indole]-1,2′′(1′′H)diones as Antibacterial and Antifungal Agents. Asian Journal of Organic & Medicinal Chemistry 2022, 7, 23–30. doi:10.14233/ajomc.2022.ajomc-p356
• Varadwaj, P. R.; Varadwaj, A.; Marques, H. M.; Yamashita, K. The Nitrogen Bond, or the Nitrogen-Centered Pnictogen Bond: The Covalently Bound Nitrogen Atom in Molecular Entities and Crystals as a Pnictogen Bond Donor. Compounds 2022, 2, 80–110. doi:10.3390/compounds2010007
• Tachrim, Z. P.; Wang, L.; Murai, Y.; Hashimoto, M. New Trends in Diaziridine Formation and Transformation (a Review). Molecules (Basel, Switzerland) 2021, 26, 4496. doi:10.3390/molecules26154496

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