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

Farhat Batool, Abdul-Hamid M. Emwas, Xin Gao, Munawar A. Munawar, Ghayoor A. Chotana

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)1327-1334
Number of pages8
JournalSynthesis
Volume49
Issue number06
DOIs
StatePublished - Nov 18 2016

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