SELECTIVE SULFUR OXYGENATION IN PHOSPHOROAMIDATE, THIONOPHOSPHATE, AND THIOPHOSPHATE AGROCHEMICALS BY PERFLUORO-CIS-2,3-DIALKYLOXAZIRIDINE

被引:11
作者
TERRENI, M
PREGNOLATO, M
RESNATI, G
BENFENATI, E
机构
[1] UNIV PAVIA,DIPARTIMENTO CHIM FARMACEUT,I-27100 PAVIA,ITALY
[2] POLITECN MILAN,CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20131 MILAN,ITALY
[3] IST RIC FARMACOL MARIO NEGRI,FARMACOL & TOSSICOL AMBIENTALE LAB,I-20157 MILAN,ITALY
关键词
D O I
10.1016/0040-4020(95)00413-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several organophosphorus agrochemicals 2a-g with thioether, phosphoramidic, phosphorothioic, and phosphorothionic functions were reacted with perfluoro cis-2-n-butyl-3-n-propyloxaziridine 1. The selective oxygenation of sulfide function to give sulfoxide derivatives 3a-g occurred in high yields without overoxidation to sulfone products. Sulfoxides 3a-e were further oxidized under mild conditions to the corresponding sulfones 4a-e. All the products are themselves of interest as analytical environmental standards and their preparation is described in detail.
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页码:7981 / 7992
页数:12
相关论文
共 42 条
  • [11] HLINSKI J, 1990, TETRAHEDRON LETT, V31, P5043
  • [12] HUXTABLE RJ, 1983, BIOCH SULFUR
  • [13] KALDOR SW, 1992, TETRAHEDRON LETT, V33, P7245
  • [14] KAYSER H, 1961, Patent No. 2978479
  • [15] KRESZE G, 1985, METHODEN ORGANISCH E, V11, P669
  • [16] LANE DWJ, 1957, Patent No. 2791599
  • [17] MARCH RB, 1955, J ECON ENTOMOL, V48, P347
  • [18] CHLORINATION OF PHENYLSULFINYLCYCLOPROPANES AND PHENYLTHIOCYCLOPROPANES
    MASUDA, T
    FURUKAWA, N
    OAE, S
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (09) : 2659 - 2663
  • [19] MUHLMANN R, 1960, Patent No. 2963505
  • [20] NEUDELMAN A, 1984, CHEM OPTICALLY ACTIV