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Updated: Jul 5, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Iridium(III)-catalyzed β-trifluoromethyl enone carbonyl-directed regioselective ortho-C(sp2)-H olefination
Haritha Sindhe1, Akshay Kamble1, Malladi Mounika Reddy2
1Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Ahmedabad (NIPER-A), Gandhinagar, Gujarat - 382355, India.
Abstract:
Due to the lower LUMO energy level at the β-position of α,β-unsaturated-β-trifluoromethyl enone than that of its non-fluorinated counterpart, there is a challenge to activate the sp2 C-H bond of aromatic rings. Herein, we have reported iridium(III)-catalyzed β-trifluoromethyl enone carbonyl-directed regioselective aromatic C(sp2)-H olefination with acrylates under oxidative conditions. Furthermore, coupling with natural product-derived acrylates, scale-up and product diversification have also been performed.
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