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Updated: Aug 22, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Ketenimines as Intermediates To Access Difluoromethoxylated Scaffolds
Anaïs Loison1, Gilles Hanquet1, Fabien Toulgoat2,3
1Université de Strasbourg, Université de Haute-Alsace, CNRS, ECPM, UMR 7042-LIMA, 67000, Strasbourg, France.
Abstract:
We report herein the in situ generation of difluoromethoxylated ketenimines. This novel intermediate is readily obtained from the corresponding oxime through a Beckmann rearrangement. The reactivity potential of this species is demonstrated as it easily undergoes addition of various nucleophiles, with a great modularity of the starting oxime. The broad applicability of this transformation leads to a chemical library of original molecules bearing -OCHF2, an Emergent Fluorinated Group (EFG).
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