Continuous-Flow Photocatalysis for the Direct C-H Trifluoromethylation of Heterocycles with an Organic Photoredox Catalyst |
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| Authors: | Jianwen Yang Dr Sanket A Kawale Prof Dr Xiaobo Yang Prof Dr Dong-Pyo Kim |
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| Institution: | 1. Center for Intelligent Microprocess of Pharmaceutical Synthesis, Department of Chemical Engineering, Pohang University of Science and Technology (POSTECH), Pohang, 37673 South Korea;2. College of Chemistry and Chemical Engineering, Shenyang Normal University, Shenyang, Liaoning, 110034 P. R. China |
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| Abstract: | Photocatalysis for direct C−H trifluoromethylation represents an ideal way to synthesize trifluoromethyl-containing chemical compounds, but the conventional batch processes are inefficient with limited light penetration and indispensably irradiated for a long while. Herein, we report a continuous-flow protocol for photocatalytic direct C−H trifluoromethylation of heterocycles in the presence of an organic photoredox catalyst: 2,4,6-tris(diphenylamino)-3,5-difluorobenzonitrile (3DPA2FBN). In this approach, benefiting from the merger of organic photoredox catalysis and continuous-flow techniques, a variety of trifluoromethylated heterocycles were rapidly synthesized up to 85 % yield with 80 min residence time under metal- and oxidant-free reaction conditions. |
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| Keywords: | Flow chemistry Heterocycles Photocatalysis Trifluoromethylation |
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