A mild and fast continuous-flow trifluoromethylation of coumarins with the CF3 radical derived from CF3SO2Na and TBHP. Issue 44 (15th September 2015)

• Record Type: Journal Article
• Authors: Zhang, Xiaodan; Huang, Ping; Li, Yaming; Duan, Chunying
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 44(2015)
• Page Start: 10917
• Page End: 10922
• Publication Date: 2015-09-15
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01516b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A mild and fast Cu(i )-catalyzed trifluoromethylation of coumarins with CF3 SO2 Na and TBHP in a continuous-flow reactor has been developed. Abstract : A mild and fast Cu(i )-catalyzed trifluoromethylation of coumarins with CF3 SO2 Na 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.