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Updated: Sep 3, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
N-Phenylhydroxylamine-Induced Radical Relay for the Synthesis of α-Trifluoromethyl Ketones
Rui-Qiang Jiao1, Changping Tian2, Hongyin Gao1,2
1School of Chemistry and Chemical Engineering, State Key Laboratory of High-efficiency Utilization of Coal and Green Chemical Engineering, Ningxia University, Yinchuan750021, China.
Abstract:
Herein, we report a previously unexplored N-phenylhydroxylamine-induced radical relay strategy for the synthesis of α-trifluoromethyl ketones from readily available alkynes and Togni's reagent. This protocol features a broad substrate scope, high functional group tolerance, operational simplicity, and scalability. Mechanistic studies reveal that N-phenylhydroxylamine plays a key role in facilitating the radical relay process. Furthermore, the late-stage functionalization of biologically relevant molecules highlights the synthetic utility of this method for the preparation of structurally diverse α-CF3 ketones.
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