Synthesis of Novel Pesticidal N,N'-Disubstituted Sulfamide Derivatives Using Sulfur(VI) Fluorine Exchange Click Reaction.

Sulfur(VI) fluorine exchange click reaction was applied to the highly efficient synthesis of new N,N'-disubstituted sulfamide (R1NH-SO2-NHR2) derivatives as pesticide candidates. Bioassays were conducted to evaluate both insecticidal and fungicidal activities of the target compounds. Preliminary results showed that the target molecules exhibited good bioactivities. In particular, insecticidal activities of compounds D25 and D21 against Plutella xylostella (LC50 = 2.42 and 3.87 μg·mL-1) were superior or adequate to that of commercial insecticide indoxacarb (LC50 = 3.99 μg·mL-1). Moreover, some compounds could also exhibit satisfactory fungicidal activity toward plant pathogens Pyricularia grisea, Botrytis cinerea, and Thanatephorus cucumeris. This work could bring new insights into the application of heterocyclic N,N'-disubstituted sulfamides as novel pesticides.