Abstract
Methods for the synthesis of 2-aryloxy(arylthio)- and 2-alkoxy(alkylthio)-2-thio(oxo)-1,3,2-oxazaphosphorinanes and theirN-substituted derivatives based on the reactions of the corresponding dichlorophosphates, dichlorothio-, and dithiophosphates with 3-aminopropan-1-ol or its substituted derivatives in the presence of Et3N or aqueous alkali under phase transfer catalysis conditions, as well as by the reaction of the tetramethylammonium salt of 2-hydroxy-2-thio-1,3,2-oxazaphosphorinane with alkyl- and acyl halides, by that of 2-chloro-2-thio-1,3,2-oxazaphosphorinane with sodium thiolates, and by other methods, were developed. The compounds obtained exhibit high nematocide activity but low toxicity for mammals. Some active synergists for permethrine were found among these compounds.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2241–2249, November, 1995.
This study was financially supported in part by the International Science Foundation (Grant Nos. NDO 000 and NDO 300) and by the Russian Foundation for Basic Research (Grant No. 93-03-0451). The authors are grateful for this support.
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Shipov, A.E., Genkina, G.K., Artyushin, O.I. et al. Synthesis and physiological activity of new organophosphorus pesticides of 1,3,2-oxazaphosphorinane series. Russ Chem Bull 44, 2147–2156 (1995). https://doi.org/10.1007/BF00696722
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DOI: https://doi.org/10.1007/BF00696722