2-Hetaryl-1,3-tropolones based on five-membered nitrogen heterocycles: synthesis, structure and properties

Scholarly Works

• Afonin, A. V.; Rusinska-Roszak, D. Evidence for the O-H···O=C Resonance-Assisted Hydrogen Bond in Tropolones and Quantification of its σ- and π-Components Using Molecular Tailoring Approach. Chemphyschem : a European journal of chemical physics and physical chemistry 2024, e202400698. doi:10.1002/cphc.202400698
• Gusakov, E. A.; Sayapin, Y. A.; Vetrova, E. V.; Lukbanova, E. A.; Alilueva, E. V.; Kolodina, A. A.; Tkachev, V. V.; Tupaeva, I. O.; Lisovin, A. V.; Steglenko, D. V.; Krasnikova, T. A.; Nikogosov, M. V.; Goncharova, A. S.; Metelitsa, A. V.; Aldoshin, S. M.; Minkin, V. I. Synthesis, molecular structure and biological activity of novel bis-1,3-tropolones based on 4-chloro-2,7-dimethyl-1,8-naphthyridine. Mendeleev Communications 2024, 34, 357–361. doi:10.1016/j.mencom.2024.04.015
• Vetrova, E. V.; Tupaeva, I. O.; Demidov, O. P.; Sayapin, Y. A.; Gusakov, E. A.; Minkin, V. I.; Metelitsa, A. V. Dual-state emission properties of 2-(2-carboalkoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazoles and its Zn(II) and Cd(II) complexes. Journal of Luminescence 2023, 263, 120111. doi:10.1016/j.jlumin.2023.120111
• Schiavone, D. V.; Gallardo, J.; Kapkayeva, D. M.; Baucom, J.-C.; Murelli, R. P. Lactam-fused tropolones: a new tunable, environmentally sensitive fluorophore class. Organic & biomolecular chemistry 2023, 21, 7900–7907. doi:10.1039/d3ob01263h
• Vetrova, E. V.; Metelitsa, A. V.; Tupaeva, I. O.; Chernishev, A. V.; Sayapin, Y. A.; Minkin, V. I.; Dorogan, I. V. Insights into the photo- and thermal induced intramolecular processes of 2-(hydroxyphenyl)benzoxazoles: Experimental and theoretical aspects. Journal of Photochemistry and Photobiology A: Chemistry 2023, 442, 114769. doi:10.1016/j.jphotochem.2023.114769
• Krasnikova, T. A.; Sayapin, Y. A.; Tupaeva, I. O.; Gusakov, E. A.; Ozhogin, I. V.; Lisovin, A. V.; Nikogosov, M. V.; Demidov, O. P.; Bang, D. N.; Lam, T. D.; Thu Trang, N. T.; Dubonosov, A. D.; Minkin, V. I. Reaction of quinaldine with 4,6-di(tert-butyl)-3-nitro-1,2-benzoquinone. Dependence of the outcome on the reaction conditions and a deeper insight into the mechanism. Heliyon 2023, 9, e16943. doi:10.1016/j.heliyon.2023.e16943
• Tupaeva, I. O.; Demidov, O. P.; Vetrova, E. V.; Gusakov, E. A.; Krasnikova, T. A.; Popov, L. D.; Zubenko, A. A.; Fetisov, L. N.; Sayapin, Y. A.; Metelitsa, A. V.; Minkin, V. I. Synthesis, molecular structure and biological activity of Niii complexes based on substituted 2-(2-hydroxyphenyl)benzoxazole. Mendeleev Communications 2022, 32, 763–765. doi:10.1016/j.mencom.2022.11.018
• Tkachev, V. V.; Sayapin, Y. A.; Gusakov, E. A.; Tupaeva, I. O.; Krasnikova, T. A.; Shilov, G. V.; Komissarov, V. N.; Aldoshin, S. M.; Minkin, V. I. Synthesis and Molecular Structure of 3-[N-Acetyl(3,5-dimethylphenyl)amino]-5,7-di(tert-butyl)-2-{5,8-dimethyl-4-[(3,5-dimethylphenyl)amino]quinolin-2-yl}tropone. Russian Journal of General Chemistry 2022, 92, 206–211. doi:10.1134/s1070363222020098
• Sayapin, Y. A.; Dorogan, I. V.; Gusakov, E. A.; Bang, D. N.; Tkachev, V. V.; Tupaeva, I. O.; Tran, D. L.; Van Nguyen, T.; Duong, T. N.; Dinh, H. V.; Krasnikova, T. A.; Aldoshin, S. M.; Minkin, V. I. New Reactions of Contraction of the o-Quinone Ring with the Formation of Derivatives of 2-(2-Indolyl)-cyclopenta[b]pyrrole-3,4-diones and Pyrindino[1,2-a]indoles: A Combined Experimental and Density Functional Theory Investigation. ACS omega 2021, 6, 18226–18234. doi:10.1021/acsomega.1c02033
• Sayapin, Y. A.; Gusakov, E. A.; Tupaeva, I. O.; Karlutova, O. Y.; Dubonosova, I. V.; Tkachev, V. V.; Starikov, A. G.; Dubonosov, A. D.; Aldoshin, S. M. 1H-indole-based chemosensors for the sequential recognition of Hg2+ and CN− ions. Tetrahedron 2021, 84, 132030. doi:10.1016/j.tet.2021.132030
• Gusakov, E. A.; Topchu, I.; Mazitova, A. M.; Dorogan, I. V.; Bulatov, E.; Serebriiskii, I. G.; Abramova, Z. I.; Tupaeva, I. O.; Demidov, O. P.; Toan, D. N.; Lam, T. D.; Bang, D. N.; Boumber, Y.; Sayapin, Y. A.; Minkin, V. I. Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents. RSC advances 2021, 11, 4555–4571. doi:10.1039/d0ra10610k
• Vetrova, E. V.; Tupaeva, I. O.; Sayapin, Y. A.; Gusakov, E. A.; Nikolaevskii, S. A.; Demidov, O. P.; Minkin, V. I.; Metelitsa, A. V. Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes. Dyes and Pigments 2020, 180, 108417. doi:10.1016/j.dyepig.2020.108417
• Radhika, S.; Saranya, S.; Harry, N. A.; Anilkumar, G. Recent Advances and Prospects in the Chemistry of o‐Benzoquinones. ChemistrySelect 2019, 4, 9124–9134. doi:10.1002/slct.201902637
• Palai, B. B.; Soren, R.; Sharma, N. K. BODIPY analogues: synthesis and photophysical studies of difluoro boron complexes from 2-aminotropone scaffolds through N,O-chelation. Organic & biomolecular chemistry 2019, 17, 6497–6505. doi:10.1039/c9ob00915a
• Ping, L.; Bak, J.; Kim, Y.; Bouffard, J. Addition, Substitution, and Ring-Contraction Reactions of Quinones with N-Heterocyclic Carbenes. The Journal of organic chemistry 2018, 83, 9240–9249. doi:10.1021/acs.joc.8b01236
• Саяпин, Ю. А.; Гусаков, Е. А.; Тупаева, И. О.; Гусева, А.; Зыонг, Н. Б.; Старикова, З. СИНТЕЗ И СТРУКТУРА 5,7-ДИ(ГРЕГ-БУТИЛ)-2-(4-НИТРОФЕНИЛ)-БЕНЗОФУРАНА НА ОСНОВЕ 3,5-ДИ(ГРЕГ-БУТИЛ)-1,2-БЕНЗОХИНОНА, "Наука Юга России". Science in the South of Russia 2018, 37–44. doi:10.7868/s25000640180305
• Borodkin, G. S.; Kolodina, A. A.; Dorogan, I. V.; Gusakov, E. A.; Borodkina, I. G.; Chepurnoi, P. B.; Sayapin, Y. A. Synthesis and structural studies of 5,7(4,6)-di(tert-butyl)-2-(6,8-dimethyl-4-chloroquinolin-2-yl)-1,3-tropolones by quantum-chemical methods and two-dimensional correlation NMR spectroscopy. Doklady Chemistry 2017, 472, 11–16. doi:10.1134/s0012500817010049
• Balachandra, C.; Sharma, N. K. Novel fluorophores: Syntheses and photophysical studies of boron-aminotroponimines. Dyes and Pigments 2017, 137, 532–538. doi:10.1016/j.dyepig.2016.10.051
• Бородкин, Г. С.; Колодина, А. А.; Дороган, И. В.; Гусаков, Е. А.; Бородкина, И. Г.; Чепурной, П. Б.; Саяпин, Ю. А. СИНТЕЗ И ИССЛЕДОВАНИЕ СТРУКТУРЫ 5,7(4,6)-ДИ(7Р?Т-БУТИЛ)-2-(6,8-ДИМЕТИЛ-4-ХЛОРХИНОЛИН-2-ИЛ)-1,3-ТРОПОЛОНОВ МЕТОДАМИ КВАНТОВОЙ ХИМИИ И ДВУМЕРНОЙ КОРРЕЛЯЦИОННОЙ СПЕКТРОСКОПИИ ЯМР, "Доклады Академии наук". Доклады Академии наук 2017, 472, 286–291. doi:10.7868/s0869565217030112
• Sayapin, Y. A.; Duong, N. B.; Gusakov, E. A.; Dorogan, I. V.; Tkachev, V. V.; Gorkovets, V. S.; Komissarov, V. N.; Duong, N. T.; Nguyen, D. D.; Shilov, G. V.; Aldoshin, S. M.; Minkin, V. I. Synthesis and structure of 5,7-diisopropyl-2-(quinolin-2-yl)-1,3-tropolone derivatives. Russian Chemical Bulletin 2016, 65, 2461–2468. doi:10.1007/s11172-016-1607-5

Explore citations to this article at