Synthesis and Insecticidal Activities of Chlorothiazolyl Analogs of Nitromethylene Neonicotinoids with Tetrahydropyridine Fixed cis-Configuration

The chlorothiazolyl moiety was an effective bioisoster of chloropyridyl in pesticide molecular design. Replacement of chloropyridyl in cis-nitromethylene neonicotinoids with chlorothiazolyl generated the chlorothiazolyl counterpart of nitromethylene neonicotinoids with tetrahydropyridine fixed cis-configuration. Bioassay against cowpea aphis (Aphis craccivora) indicated that the chlorothiazolyl analogs could maintain the high insecticidal activity.