Photoorganocatalytic trifluoromethylation of (het)arenes in green conditions
Year: 2026
Type: article
Abstract: A sustainable photocatalytic protocol for the trifluoromethylation of (hetero)arenes is reported. The method operates under metal- and base-free conditions using an inexpensive and atom-efficient CF 3 source, trifluoroacetic anhydride, in ethyl acetate as a green solvent. An organic cyanoarene photocatalyst enables efficient CF 3 radical generation under blue-light irradiation, providing a broad range of trifluoromethylated arenes and heteroarenes. The reaction displays pronounced sensitivity to substituent patterns rather than electronic effects. Mechanistic investigations, including radical trapping, Stern–Volmer analysis, and DFT calculations, support a reductive quenching pathway involving photocatalyst-mediated reduction of TFAA. The protocol is amenable to scale-up, with continuous-flow operation delivering a significant increase in space–time yield, highlighting its potential for sustainable synthesis of CF 3 -containing molecules.
DOI: 10.3762/bjoc.22.50
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
OpenAlex ID: W7160062586