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Updated: Jan 11, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Mechanistic Insights into the Regioselective Defluorofunctionalization of Trifluoromethylanilines via Photocatalytic
Ting Long1, Kazuumi Fujioka2, Yahui Wang1
1Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, P. R. China.
Abstract:
We report a photocatalytic method for the selective defluorofunctionalization of trifluoromethylanilines, enabling the synthesis of structurally diverse difluoromethylene-containing aza-heterocycles with broad functional group tolerance. A wide range of alkenes─including di-, mono-, and cyclic olefins─undergo efficient intramolecular cyclization to furnish complex tricyclic scaffolds. Mechanistic investigations, supported by experimental and computational studies, reveal that the observed regioselectivity in defluorohydrogenation is governed primarily by steric effects. This work expands the toolkit for C-F bond activation and offers valuable insights into the design of fluorinated scaffolds for pharmaceutical and materials applications.
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