Difluoroalkylated aromatics are important structural motifs in pharmaceutical and agrochemical applications. Herein, we report their synthesis by a mild, efficient, and convenient method using visible light photoredox catalysis. A variety of unactivated aromatics were difluoroalkylated with ethyl 2-bromo-2,2-difluoroacetate (BrCF2CO2Et) in the presence of the triscyclometalated Ir complex fac-[Ir(ppy)3] under visible light irradiation at room temperature. It is shown that reaction outcomes containing the CF2CO2Et moiety can be converted to a variety of other CF2-containing aromatics, demonstrating the synthetic utility of the present method.
Bibliographical noteFunding Information:
This work was supported by the National Research Foundation of Korea (NRF) [NRF-2014R1A1A1A05003274, NRF-2014-011165, and NRF-2012M3A7B4049657 (Nano Material Technology Development Program)] and the TJ Science Fellowship of the POSCO TJ Park Foundation.
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- visible light