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Updated: Jan 14, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Stereoselective Synthesis of Alkenyl Fluorides and Alkynes by Defluoro Coupling of Trifluoromethyl Arenes
José L Rosario-Collazo1, Courtney Westlund1, Hawa Keita1
1Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina, 27599-3290, USA.
Abstract:
A practical method for the stereoselective synthesis of tri- and tetra-substituted 1,2-fluoro-borylalkenes and alkynes by defluoro / C-C coupling of aryl trifluoromethyl groups is disclosed. Transformations convert simple abundant CF3-arenes and multifunctional organodiboron reagents in the presence of a Lewis base activator into coupled products in up to 94% yield and >98:2 Z/E selectivity. Synthetic utility is highlighted by several product transformations that access an array of diverse scaffolds.
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