Synthesis and Fungicidal Activity of 2-(2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-2-(1,2,4-triazole-1-methyl)- 1,3-Dioxolane

CHINESE JOURNAL OF ORGANIC CHEMISTRY(2014)

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Abstract
Benzofuran and 1,2,4-triazole have been rewarded with much priority for their broad spectrum of biological activities, especially in the agricultural field. In this specific domain, they have always been used as fungicides, pesticide and plant growth regulators etc. Consequently, a series of new compounds containing 1,2,4-triazole, 1,3-dioxolane and benzofuran moieties were designed and synthesized. 1-(2,2-Dimethyl-2,3-dihydrobenzofuran-5-y)ethanone (4a) were prepared from 1-(4-hydroxyphenyl)ethanone in three steps. Subsequently, 2-(2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-2-(1,2,4-triazol-1-methyl)-1,3-dioxolane (1a similar to 1l) were synthesized from compounds 4a similar to 4c. All compounds were verified by NMR and elemental analysis. Additionally, their fungicidal activities were evaluated against 7 kinds of crop fungus. The compounds 1a, 1b, 1e, 1f, 1g and 1l had relatively good inhibitory activity against Sclerotonia sclerotiorum, and the inhibitory rate were above 70% at 25 mg/L. Meanwhile, compounds 1a and 1b possessed potent inhibitory activity (80%) against Blumeria graminis at 500 mg/L.
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Key words
1,3-dioxolane,2,2-dimethyl-2,3-dihydrobenzofuran,1,2,4-triazole,fungicidal activity
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