Design, Catalyst-Free Synthesis of New Novel α-Trifluoromethylated Tertiary Alcohols Bearing Coumarins as Potential Antifungal Agents.

A new method for the synthesis of α-trifluoromethylated tertiary alcohols bearing coumarins is described. The reaction of 3-(trifluoroacetyl)coumarin and pyrrole provided the target compounds with high yields under catalyst-free, mild conditions. The crystal structure of compound was investigated by X-ray diffraction analysis. The biological activities, such as in vitro antifungal activity of the α-trifluoromethylated tertiary alcohols against Fusarium graminearum, Fusarium oxysporum, Fusarium moniliforme, Rhizoctonia solani Kuhn, and Phytophthora parasitica var nicotianae, were investigated. The bioassay results indicated that compounds , , and showed broad-spectrum antifungal activity in vitro. Compound exhibited excellent fungicidal activity against Rhizoctonia solani Kuhn, with an EC value of 10.9 μg/mL, which was comparable to that of commercial fungicidal triadimefon (EC = 6.1 μg/mL). Furthermore, molecular docking study suggested that had high binding affinities with 1W9U, like argifin.