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

dc.contributor.authorBatool, Farhat
dc.contributor.authorEmwas, Abdul-Hamid M.
dc.contributor.authorGao, Xin
dc.contributor.authorMunawar, Munawar A.
dc.contributor.authorChotana, Ghayoor A.
dc.date.accessioned2017-01-02T09:28:33Z
dc.date.available2017-01-02T09:28:33Z
dc.date.issued2016-11-18
dc.identifier.citationChotana 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.
dc.identifier.issn0039-7881
dc.identifier.issn1437-210X
dc.identifier.doi10.1055/s-0036-1588344
dc.identifier.urihttp://hdl.handle.net/10754/622480
dc.description.abstractIridium-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.
dc.description.sponsorshipWe 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.
dc.publisherGeorg Thieme Verlag KG
dc.relation.urlhttps://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588344
dc.subject2,6-bis(trifluoromethyl)pyridine
dc.subjectboronic esters
dc.subjectborylation
dc.subjectC–H activation
dc.subjectiridium catalysis
dc.subjectorganic electronic materials
dc.subjectSuzuki coupling
dc.titleSynthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester
dc.typeArticle
dc.contributor.departmentComputational Bioscience Research Center (CBRC)
dc.contributor.departmentComputer Science Program
dc.contributor.departmentComputer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division
dc.contributor.departmentImaging and Characterization Core Lab
dc.contributor.departmentNMR
dc.identifier.journalSynthesis
dc.contributor.institutionDepartment of Chemistry, Syed Babar Ali School of Science & Engineering, Lahore University of Management Sciences, Lahore 54792, Pakistan
dc.contributor.institutionInstitute of Chemistry, University of the Punjab, Lahore 54590, Pakistan
kaust.personEmwas, Abdul-Hamid M.
kaust.personGao, Xin


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