TY - JOUR
T1 - Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl)pyridine-4-boronic Acid Pinacol Ester
AU - Batool, Farhat
AU - Emwas, Abdul-Hamid M.
AU - Gao, Xin
AU - Munawar, Munawar A.
AU - Chotana, Ghayoor A.
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: 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.
PY - 2016/11/18
Y1 - 2016/11/18
N2 - 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.
AB - 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.
UR - http://hdl.handle.net/10754/622480
UR - https://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588344
UR - http://www.scopus.com/inward/record.url?scp=84996656462&partnerID=8YFLogxK
U2 - 10.1055/s-0036-1588344
DO - 10.1055/s-0036-1588344
M3 - Article
SN - 0039-7881
VL - 49
SP - 1327
EP - 1334
JO - Synthesis
JF - Synthesis
IS - 06
ER -