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A number of 7-hydroxycoumarins (5), on treatment with one equivalent of ( E)-methyl 2-{2-[(chloromethyl)phenyl]}-3-methoxyacrylate (6) at 80°C for 6–8 h, afforded ( E)-methyl 2-{2-[(coumarin-7-yloxy)methyl]phenyl}-3-methoxyacrylates (2) in 80–85% yields. The 7-hydroxycoumarins (5) were in turn prepared from resorcinols (3) and substituted ethyl 3-oxopropanoate (4). Subsequently, results of biological activities evaluated in the greenhouse indicated that several of these compounds have good fungicidal activity against cucumber downy mildew (CDM) at 25g ai/ha.

Design, Synthesis and Fungicidal Activity of Novel (E)-Methyl 2-{2-[(coumarin-7-yloxy)methyl]phenyl}-3-methoxyacrylates