The synthesis of coumarin thiazoles containing a trifluoromethyl group and their antifungal activities
Guoyu Yang, Lijun Shi, Zhenliang Pan, Lulu Wu, Liangxin Fan, Caixia Wang, Cuilian Xu, Jun Liang
Abstract
A series of novel coumarin thiazoles containing trifluoromethyl group 3a-3l were prepared through a one-pot reaction using 3-(trifluoroacetyl)coumarin as a starting material in solvent-free conditions. Their structures were confirmed using IR, 1H NMR, 13C NMR, HRMS and X-ray single crystal diffraction, and their antifungal activity against Fusarium. moniliforme(F. moniliforme), Fusarium. graminearum (F. graminearum), and Curvularia. lunata (C. lunata) was evaluated. Among the synthesized compounds, compound 3f showed the highest inhibitor rate of 74% at 0.5 mg/mL against F. moniliforme, and compound 3g exhibited the highest inhibitor rates of 89% and 93.4% at 0.5 mg/mL against F. graminearum and C. lunata, respectively. The introduction of trifluoromethyl group greatly improved the antifungal activity of counterpart 3g compared to the compound 4.