Design, Synthesis, and Insecticidal Activity of Imidazo[4, 5-b]pyridine Compounds Containing Iodine.

To develop new insecticides to solve the problem of pests, a series of imidazo[4,5-b]pyridine compounds containing iodine were synthesized through the active fragment splicing method. These compounds were characterized by proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), and high-resolution mass spectrometry (HRMS). The preliminary bioassay results indicated that most of the synthesized compounds exhibited excellent insecticidal activity against Plutella xylostella (P. xylostella), Mythimna separata (M. separata), and Aphis craccivora (A. craccivora). Especially, 10a and 12a showed outstanding insecticidal activity against P. xylostella, M. separata, and A. craccivora, which was superior to oxazosulfyl. Meanwhile, the structure-activity relationship was preliminarily discussed. The work demonstrated that the prepared compounds containing imidazo[4,5-b]pyridine and iodine could provide certain hints by structural optimization for the development of new insecticides.