title: A mild and fast continuous-flow trifluoromethylation of coumarins with the CF3 radical derived from CF3SO2Na and TBHP.
abstract: A mild and fast Cu(I)-catalyzed trifluoromethylation of coumarins with CF3SO2Na and TBHP in a continuous-flow reactor has been developed. This method is experimentally simple and carried out under mild conditions, affording the corresponding products in moderate to good yields, and showing wide substrate tolerance. The scale-up flow process results in an isolated yield of 68% and a productivity of 305 mg h(-1) of 3-trifluoromethyl-7-diethylamino-4-methyl coumarin when the concentration was increased five-fold. Given these features and the widespread applications of coumarins, this method may find use from laboratory to manufacturing.
authors.affiliation: State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China. ymli@dlut.edu.cn.
authors.forename: Xiaodan
authors.initials: X
authors.lastname: Zhang
authors.forename: Ping
authors.initials: P
authors.lastname: Huang
authors.forename: Yaming
authors.initials: Y
authors.lastname: Li
authors.forename: Chunying
authors.initials: C
authors.lastname: Duan
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000295:instrumentation; D003300:Copper / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D004867:Equipment Design; D054879:Halogenation; D007202:Indicators and Reagents / Q000737:chemistry; D008745:Methylation; D020122:tert-Butylhydroperoxide / Q000737:chemistry*
chemical_list: C411868:7-diethylamino-4-methyl coumarin; D003374:Coumarins; D007202:Indicators and Reagents; D003300:Copper; D020122:tert-Butylhydroperoxide