Issue 44, 2015

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.

Graphical abstract: A mild and fast continuous-flow trifluoromethylation of coumarins with the CF3 radical derived from CF3SO2Na and TBHP

Supplementary files

Article information

Article type
Paper
Submitted
23 Jul 2015
Accepted
04 Sep 2015
First published
08 Sep 2015

Org. Biomol. Chem., 2015,13, 10917-10922

A mild and fast continuous-flow trifluoromethylation of coumarins with the CF3 radical derived from CF3SO2Na and TBHP

X. Zhang, P. Huang, Y. Li and C. Duan, Org. Biomol. Chem., 2015, 13, 10917 DOI: 10.1039/C5OB01516B

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