Photoredox-Catalyzed Cascade Radical Cyclization of Ester Arylpropiolates with CF3SO2Cl To Construct 3-Trifluoromethyl Coumarin Derivatives

• DOI: 10.1021/acs.joc.8b00581
• Publication Date: 2018-06-07T19:13:53Z
• Authors: Long Chen; Lianlian Wu; Weijie Duan; Tao Wang; Letian Li; Keke Zhang; Jingmei Zhu; Zhi Peng; Fei Xiong
• Keywords: 01 natural sciences; 0104 chemical sciences

We report a highly efficient method to construct 3-trifluoromethyl coumarins using CF3SO2Cl as the trifluoromethyl radical source with ester 3-arylpropiolates. The reaction incorporated a cascade cyclization/dearomatization/ester migration/oxidization/rearomatization process to afford various 3-trifluoromethyl coumarins under visible light irradiation in good to excellent yields.