Expanding the structure–activity relationship of sulfoxaflor: the synthesis and biological activity of N‐heterocyclic sulfoximines

摘要: BACKGROUND Sulfoxaflor, a new insect control agent developed by Dow AgroSciences, exhibits broad-spectrum of many sap-feeding pests, including aphids, whiteflies, leafhoppers, planthoppers and lygus bugs. During the development sulfoxaflor, structure–activity relationship (SAR) exploration sulfoximine functional group revealed that nature nitrogen substituent significantly affects insecticidal acitivity. As part investigation to probe various electronic, steric lipophilic parameters at this position, series N-heterocyclic sulfoximines were synthesized tested for bioactivity against green peach aphid. RESULTS Using variety chemistries, nitrile was replaced with different substituted five- six-membered heterocycles. The compounds in then acitivty aphid foliar spray assays. In spite larger demand these substituents, resulting analogs displayed good levels efficacy. particular, N-thiazolyl exhibited greatest activity, LC50 values as low 1 ppm. CONCLUSIONS The novel helped advance current knowledge sulfoxaflor SAR, demonstrated structural requirement position not limited small, electron-deficient moeities, but rather tolerant functionality. © 2014 Society Chemical Industry