Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester
dc.contributor.author | Batool, Farhat | |
dc.contributor.author | Emwas, Abdul-Hamid M. | |
dc.contributor.author | Gao, Xin | |
dc.contributor.author | Munawar, Munawar A. | |
dc.contributor.author | Chotana, Ghayoor A. | |
dc.date.accessioned | 2017-01-02T09:28:33Z | |
dc.date.available | 2017-01-02T09:28:33Z | |
dc.date.issued | 2016-11-18 | |
dc.identifier.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. | |
dc.identifier.issn | 0039-7881 | |
dc.identifier.issn | 1437-210X | |
dc.identifier.doi | 10.1055/s-0036-1588344 | |
dc.identifier.uri | http://hdl.handle.net/10754/622480 | |
dc.description.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. | |
dc.description.sponsorship | 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. | |
dc.publisher | Georg Thieme Verlag KG | |
dc.relation.url | https://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588344 | |
dc.subject | 2,6-bis(trifluoromethyl)pyridine | |
dc.subject | boronic esters | |
dc.subject | borylation | |
dc.subject | C–H activation | |
dc.subject | iridium catalysis | |
dc.subject | organic electronic materials | |
dc.subject | Suzuki coupling | |
dc.title | Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester | |
dc.type | Article | |
dc.contributor.department | Computational Bioscience Research Center (CBRC) | |
dc.contributor.department | Computer Science Program | |
dc.contributor.department | Computer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division | |
dc.contributor.department | Imaging and Characterization Core Lab | |
dc.contributor.department | NMR | |
dc.identifier.journal | Synthesis | |
dc.contributor.institution | Department of Chemistry, Syed Babar Ali School of Science & Engineering, Lahore University of Management Sciences, Lahore 54792, Pakistan | |
dc.contributor.institution | Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan | |
kaust.person | Emwas, Abdul-Hamid M. | |
kaust.person | Gao, Xin |
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Computer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division
For more information visit: https://cemse.kaust.edu.sa/