The Synthetic Process Of Indoxacarb

Indoxacarb, which is one kind of novel carbamate insecticides, was developed by E. I. DuPont in1992. As a sodium channel blocker, indoxacarb has shown environmental compatibility and safety to non-target organism, with exceptional activity on lepidopter. Indoxacarb has characteristics of new structure, high efficiency and low dosage which make it one of preferred substitutes for organophosphorus insecticide.The synthetic routes of indoxacarb reported at present have their own problems, such as moderate yield, moderate enantiomeric excess and inevitable contamination. We analyzed the routes reported and studied two more feasible routes in order to find out the optimized procedure with low cost, high yield and low pollution. Two synthetic routes with5-chloro-1-indanone as beginning raw material were systematically researched, focusing on the key steps of the two routes, asymmetric oxidation and cyclization. Route1has characteristics of short process, high atomic economy and yield. The cyclization of route2has characteristics of convenient operation and less environmental pollution. Sodium methoxide was used as the base instead of sodium hydride for the synthesis of methyl5-chloro-l-oxo-2,3-dihydroindene-2-carboxylate, which not only decreased hidden danger of safety, but also achieved high yield. For the step of asymmetric oxidation, the effect of reaction conditions such as the catalyst, oxidant and solvent was studied, respectively.In conclusion, the two synthetic routes of Indoxacarb were systematically researched which laid a foundation for industrial research of Indoxacarb.