Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester
KAUST DepartmentImaging and Characterization Core Lab
Computational Bioscience Research Center (CBRC)
Computer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division
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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.
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.
SponsorsWe 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.
PublisherThieme Publishing Group