The synthesis of coumarin thiazoles containing a trifluoromethyl group and their antifungal activities

A series of novel coumarin thiazoles containing trifluoromethyl group 3a-31 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, H-1 NMR, C-13 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. (C) 2020 Published by Elsevier B.V. on behalf of King Saud University.

Automated summary

A series of novel coumarin thiazoles containing trifluoromethyl group were synthesized through a one-pot reaction under solvent-free conditions, and their structures were confirmed. The antifungal activity evaluation showed that two compounds exhibited high inhibitor rates at low concentrations.