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Updated: May 2, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Overriding ortho-para selectivity via a traceless directing group relay strategy: the meta-selective arylation of
Junfei Luo1, Sara Preciado, Igor Larrosa
1School of Biological and Chemical Sciences, Queen Mary University of London , Joseph Priestley Building, Mile End Road, E1 4NS, London, U.K.
Abstract:
The direct functionalization of phenols at the ortho and para position is generally facilitated by the electron-donating nature of the hydroxyl group. Accessing meta-functionalized phenols from the parent phenols, on the other hand, generally requires lengthy synthetic sequences. Here, we report the first methodology for the one-pot direct meta-selective arylation of phenols. This methodology is based on a traceless directing group relay strategy. In this process carbon dioxide is used as a transient directing group which facilitates a palladium catalyzed arylation meta to the phenol hydroxyl group with iodoarenes. This transformation proceeds with complete meta-selectivity and is compatible with a variety of functional groups both in the phenol and in the iodoarene coupling partner.
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