Fig. 3. Synthesis of trifluoromethyl(hetero)arenes.
Substrate scope for the metallaphotoredox-catalyzed trifluoromethylation of (hetero)aryl bromides. All yields are isolated unless noted otherwise. See the supplementary materials for experimental details and more examples. *With photocatalyst 14. †With photocatalyst 1. ‡Yield determined by 19F or proton nuclear magnetic resonance (1H NMR) of crude reaction mixture with respect to an internal standard. §With 20 mol % 1,10-phenanthroline. ||Copper(I)-thiophene-2-carboxylate as catalyst. ¶With 20 mol % 4,7-dimethoxy-1,10-phenanthroline. Ac, acetyl; Pin, pinacolato; Boc, tert-butoxycarbonyl; Et, ethyl; Ts, 4-toluenesulfonate.