Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane

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• O'Hagan, D. The Emergence and Properties of Selectively Fluorinated 'Janus' Cyclohexanes. Chemical record (New York, N.Y.) 2023, 23, e202300027. doi:10.1002/tcr.202300027
• Wang, Y.; Lee, W.; Chen, Y.-C.; Zhou, Y.; Plise, E.; Migliozzi, M.; Crawford, J. J. Turning the Other Cheek: Influence of the cis-Tetrafluorocyclohexyl Motif on Physicochemical and Metabolic Properties. ACS medicinal chemistry letters 2022, 13, 1517–1523. doi:10.1021/acsmedchemlett.2c00312
• Poskin, T. J.; Piscelli, B. A.; Yoshida, K.; Cordes, D. B.; Slawin, A. M. Z.; Cormanich, R. A.; Yamada, S.; O'Hagan, D. Janus faced fluorocyclohexanes for supramolecular assembly: synthesis and solid state structures of equatorial mono-, di- and tri alkylated cyclohexanes and with tri-axial C-F bonds to impart polarity. Chemical communications (Cambridge, England) 2022, 58, 7968–7971. doi:10.1039/d2cc03010a
• Clark, J.; Neyyappadath, R. M.; Yu, C.; Slawin, A. M. Z.; Cordes, D. B.; O'Hagan, D. Janus All-Cis 2,3,4,5,6-Pentafluorocyclohexyl Building Blocks Applied to Medicinal Chemistry and Bioactives Discovery Chemistry. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 16000–16005. doi:10.1002/chem.202102819
• Ayoup, M. S.; Abu-Serie, M. M.; Awad, L. F.; Teleb, M.; Ragab, H. M.; Amer, A. Halting colorectal cancer metastasis via novel dual nanomolar MMP-9/MAO-A quinoxaline-based inhibitors; design, synthesis, and evaluation. European journal of medicinal chemistry 2021, 222, 113558. doi:10.1016/j.ejmech.2021.113558
• Mondal, R.; Agbaria, M.; Nairoukh, Z. Fluorinated Rings: Conformation and Application. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 7193–7213. doi:10.1002/chem.202005425
• Fouad, M. A.; Abdel-Hamid, H.; Ayoup, M. S. Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications. RSC advances 2020, 10, 42644–42681. doi:10.1039/d0ra07501a
• Awad, L. F.; Ayoup, M. S. Fluorinated phenylalanines: synthesis and pharmaceutical applications. Beilstein journal of organic chemistry 2020, 16, 1022–1050. doi:10.3762/bjoc.16.91
• O'Hagan, D. Polar Organofluorine Substituents: Multivicinal Fluorines on Alkyl Chains and Alicyclic Rings. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 7981–7997. doi:10.1002/chem.202000178
• Bykova, T.; Al-Maharik, N.; Slawin, A. M. Z.; Bühl, M.; Lebl, T.; O'Hagan, D. Benzylic Functionalisation of Phenyl all-cis-2,3,5,6-Tetrafluorocyclohexane Provides Access to New Organofluorine Building Blocks. Chemistry (Weinheim an der Bergstrasse, Germany) 2018, 24, 13290–13296. doi:10.1002/chem.201802166
• Rodil, A.; Bosisio, S.; Ayoup, M. S.; Quinn, L.; Cordes, D. B.; Slawin, A. M. Z.; Murphy, C. D.; Michel, J.; O'Hagan, D. Metabolism and hydrophilicity of the polarised ‘Janus face’ all-cis tetrafluorocyclohexyl ring, a candidate motif for drug discovery. Chemical science 2018, 9, 3023–3028. doi:10.1039/c8sc00299a
• Bykova, T.; Al-Maharik, N.; Slawin, A. M. Z.; O'Hagan, D. Fluorinated cyclohexanes: Synthesis of amine building blocks of the all-cis 2,3,5,6-tetrafluorocyclohexylamine motif. Beilstein journal of organic chemistry 2017, 13, 728–733. doi:10.3762/bjoc.13.72
• Ayoup, M. S.; Cordes, D. B.; Slawin, A. M. Z.; O'Hagan, D. Selectively Fluorinated Cyclohexane Building Blocks: Derivatives of Carbonylated All-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane. ChemInform 2016, 47. doi:10.1002/chin.201610058

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