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Updated: Oct 21, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Study of a Stable "Trifluoromethoxide Anion Solution" Arising from 2,4-Dinitro-Trifluoromethoxybenzene
Clémence Bonnefoy1, Emmanuel Chefdeville2, Armen Panosian3
1Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, CNRS, Université Lyon 1, 43 Bd du 11 Novembre 1918, 69622, Lyon, France.
Abstract:
Despite recent advances, trifluoromethoxylation remains a challenging reaction. Here we describe an efficient trifluoromethoxylative substitution, using an inexpensive and easy-to-handle reagent. By mixing DMAP with a slight excess of 1,4-dinitro-trifluoromethoxybenzene (DNTFB), a stable solution of trifluoromethoxide anion is obtained and can be used to perform a SN 2 reaction without any silver additives. A precise study of the properties and behavior of this unusual stable solution of CF3 O- species is also performed.
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