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    Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester

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    Type
    Article
    Authors
    Batool, Farhat
    Emwas, Abdul-Hamid M.
    Gao, Xin cc
    Munawar, Munawar A.
    Chotana, Ghayoor A.
    KAUST Department
    Computational Bioscience Research Center (CBRC)
    Computer Science Program
    Computer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division
    Imaging and Characterization Core Lab
    NMR
    Date
    2016-11-18
    Permanent link to this record
    http://hdl.handle.net/10754/622480
    
    Metadata
    Show full item record
    Abstract
    Iridium-catalyzed aromatic borylation provides quick one-step access to 2,6-bis(trifluoromethyl)pyridine-4-boronic acid pinacol ester. Suzuki couplings of this highly electron-deficient pyridine-4-boronic ester with various (hetero)aryl bromides was successfully carried out and the coupled products were obtained in 46–95% isolated yields. Double and triple Suzuki couplings, with dibromo- and tribromoarenes, respectively, were also achieved. Thus demonstrating that this pyridine-4-boronic ester can be a useful source for the installation of one of the strongest electron-withdrawing aromatic group in organic compounds. Copyright © 2016, Georg Thieme Verlag. All rights reserved.
    Citation
    Chotana G, Batool F, Emwas A-H, Gao X, Munawar M (2016) Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester. Synthesis. Available: http://dx.doi.org/10.1055/s-0036-1588344.
    Sponsors
    We thank Lahore University of Management Sciences for providing generous financial support for this research through start-up grant and through faculty initiative fund to GAC. This work was partly supported by King Abdullah University of Science and Technology (KAUST), and by University of the Punjab, Lahore, Pakistan. We are thankful to SBA for financial support for the purchase of GC-MS. We are thankful to Ms. Noor-ul-Ann for her assistance in some part of the experimental work. We extend our acknowledgement to KAUST core labs facilities for NMR and HRMS measurements.
    Publisher
    Georg Thieme Verlag KG
    Journal
    Synthesis
    DOI
    10.1055/s-0036-1588344
    Additional Links
    https://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588344
    ae974a485f413a2113503eed53cd6c53
    10.1055/s-0036-1588344
    Scopus Count
    Collections
    Articles; Imaging and Characterization Core Lab; Computer Science Program; Computational Bioscience Research Center (CBRC); Computer, Electrical and Mathematical Science and Engineering (CEMSE) Division

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