Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups

Scholarly Works

• Lai, E. Y.; Ackermann, L.; Johansson, M. J. A unified approach to meta-selective methylation, mono-, di- and trifluoromethylation of arenes. Chemical science 2025, 16, 8478–8486. doi:10.1039/d5sc01367d
• Deussom, P. M.; Ewonkem, M. B.; Enang, B.; Kamdem, M. H. K.; Mbock, M. A.; Fotsing, M. C. D.; Ndinteh, D. T.; Njayou, F. N.; Toze, F. A. Synthesis and biological evaluation of esterified anti-inflammatory drugs with ethylene glycol linkers: cytotoxicity, anti-inflammatory and antioxidant properties. Royal Society open science 2025, 12, 241413. doi:10.1098/rsos.241413
• Linclau, B. doi:10.1002/9780470682531.pat1033
• de Faria, I. V. P.; da Cunha, E. F. F.; Freitas, M. P. Exploring the antibacterial potential of 1,3,4-oxadiazoles against Xanthomonas axonopodis pv. citri in citrus species through molecular modeling. Journal of Plant Pathology 2024, 107, 873–882. doi:10.1007/s42161-024-01823-9
• Melnykov, K. P.; Liashuk, O. S.; Holovach, S.; Shatnia, V.; Horbenko, A.; Lesyk, D.; Melnyk, V.; Skrypnik, D.; Beshtynarska, A.; Borysko, P.; Viniichuk, O.; Grygorenko, O. O. Physicochemical and Biological Evaluation of gem-Difluorinated Saturated Oxygen Heterocycles as Bioisosteres for Drug Discovery. Chemistry (Weinheim an der Bergstrasse, Germany) 2024, 31, e202404390. doi:10.1002/chem.202404390
• Pidvyshennyi, O.; Melnykov, K. P.; Liashuk, O.; Lesyk, D.; Holota, Y.; Borysko, P.; Grygorenko, O. O. Acidity of saturated (hetero)cyclic α-fluoro carboxylic acids and lipophilicity of their amide derivatives. Journal of Fluorine Chemistry 2024, 278, 110316. doi:10.1016/j.jfluchem.2024.110316
• Tiakouang, E. N.; Ewonkem, M. B.; Moto, J. O.; Adjieufack, A. I.; Deussom, P. M.; Mbock, M. A.; Ngeufa, E. H.; Toze, A. F. A.; Wansi, D. J. Synthesis, antimicrobial properties and in silico evaluation of coumarin derivatives mediated by 1,4-dibromobutane. Journal of biomolecular structure & dynamics 2024, 1–14. doi:10.1080/07391102.2024.2321507
• Melnykov, K. P.; Nazar, K.; Smyrnov, O.; Skreminskyi, A.; Pavlenko, S.; Klymenko-Ulianov, O.; Shishkina, S.; Volochnyuk, D. M.; Grygorenko, O. O. Mono- and Difluorinated Saturated Heterocyclic Amines for Drug Discovery: Systematic Study of Their Physicochemical Properties. Chemistry (Weinheim an der Bergstrasse, Germany) 2023, 29, e202301383. doi:10.1002/chem.202301383
• Wang, Z.; Felstead, H. R.; Troup, R. I.; Linclau, B.; Williamson, P. T. F. Lipophilicity Modulations by Fluorination Correlate with Membrane Partitioning. Angewandte Chemie (International ed. in English) 2023, 62, e202301077. doi:10.1002/anie.202301077
• Wang, Z.; Felstead, H. R.; Troup, R. I.; Linclau, B.; Williamson, P. T. F. Lipophilicity Modulations by Fluorination Correlate with Membrane Partitioning. Angewandte Chemie 2023, 135. doi:10.1002/ange.202301077
• Kumar, S.; Oh, J. M.; Abdelgawad, M. A.; Abourehab, M. A. S.; Tengli, A. K.; Singh, A. K.; Ahmad, I.; Patel, H.; Mathew, B.; Kim, H. Development of Isopropyl-Tailed Chalcones as a New Class of Selective MAO-B Inhibitors for the Treatment of Parkinson's Disorder. ACS omega 2023, 8, 6908–6917. doi:10.1021/acsomega.2c07694
• Saphier, S.; Katalan, S.; Yacov, G.; Berliner, A.; Redy-Keisar, O.; Fridkin, G.; Ghindes-Azaria, L.; Columbus, I.; Pevzner, A.; Drug, E.; Prihed, H.; Gershonov, E.; Eichen, Y.; Elias, S.; Parvari, G.; Zafrani, Y. Placing CF2 in the Center: Major Physicochemical Changes Upon a Minor Structural Alteration in Gem-Difunctional Compounds. Chemistry (Weinheim an der Bergstrasse, Germany) 2022, 29, e202202939. doi:10.1002/chem.202202939
• Grygorenko, O. O.; Melnykov, K. P.; Holovach, S.; Demchuk, O. Fluorinated Cycloalkyl Building Blocks for Drug Discovery. ChemMedChem 2022, 17, e202200365. doi:10.1002/cmdc.202200365
• Mykhailiuk, P. K. Fluorine-Containing Prolines: Synthetic Strategies, Applications, and Opportunities. The Journal of organic chemistry 2022, 87, 6961–7005. doi:10.1021/acs.joc.1c02956
• Helesbeux, J.-J.; Carro, L.; McCarthy, F. O.; Moreira, V. M.; Giuntini, F.; O'Boyle, N.; Matthews, S. E.; Bayraktar, G.; Bertrand, S.; Rochais, C.; Marchand, P. 29th Annual GP2A Medicinal Chemistry Conference. Pharmaceuticals (Basel, Switzerland) 2021, 14, 1278. doi:10.3390/ph14121278
• Parmentier, M.; Debrauwer, V.; Leito, I.; Lõkov, M.; Tshepelevitsh, S.; Blanchard, N.; Bizet, V. Synthesis and Physico-Chemical Properties of 2-SF5-(Aza)Indoles, A New Family of SF5-Heterocycles. ACS organic & inorganic Au 2021, 1, 43–50. doi:10.1021/acsorginorgau.1c00010
• Vulpetti, A.; Dalvit, C. Hydrogen Bond Acceptor Propensity of Different Fluorine Atom Types: An Analysis of Experimentally and Computationally Derived Parameters. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 8764–8773. doi:10.1002/chem.202100301
• Troup, R. I.; Jeffries, B.; Saudain, R. E.-B.; Georgiou, E.; Fish, J.; Scott, J. S.; Chiarparin, E.; Fallan, C.; Linclau, B. Skipped Fluorination Motifs: Synthesis of Building Blocks and Comparison of Lipophilicity Trends with Vicinal and Isolated Fluorination Motifs. The Journal of organic chemistry 2021, 86, 1882–1900. doi:10.1021/acs.joc.0c02810
• Mykhailiuk, P. K. Fluorinated Pyrazoles: From Synthesis to Applications. Chemical reviews 2020, 121, 1670–1715. doi:10.1021/acs.chemrev.0c01015

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