Conclusions
-
1.
A general method has been developed for the oxidation of sulfide sulfur in S-mercaptoalkyl esters of thio- and dithioacids of phosphorus to the sulfoxides and sulfones.
-
2.
The oxidative activation metabolites of O-ethyl-S-(methoxycarbonylmethylmercaptomethyl) methyldithiophosphonate and its monothio analog, and the hydrolytic detoxification metabolite of the former, have been synthesized.
Similar content being viewed by others
Literature cited
R. L. Metcalf, T. F. Fukuto, and R. B. March, J. Econ. Entomol.,50, 338 (1957).
M. P. Shabanova, Yu. S. Kagan, E. N. Prilezhaeva, L. V. Tsymbal, and E. Ya. Makhlina, Tr. Vsesoyuz. NII Zashch. Rastenii, No. 21, part 1, p. 114 (1964).
M. F. Shostakovskii, E. N. Prilezhaeva, L. V. Tsymbal, V. A. Azovskaya, and N. G. Starova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 2239 (1959).
F. A. Wagner, US Patent No. 3,878,267; Chem. Abstr.,83, 27, 553 (1975).
T. A. Mastryukova, Z. K. Emkuzheva, A. É. Shipov, Yu. S. Kagan, E. A. Ershova, K. N. Savchenko, S. A. Roslavtseva, N. A. Guseva, T. N. Kaluzhina, V. P. Golubeva, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 637 (1979).
T. A. Mastryukova, A. É. Shipov, Z. K. Emkuzheva, A. P. Brestkin, I. L. Brik, Yu. E. Mandel'shtam, A. N. Fedin, T. I. Nozhko, Z. Tilyabaev, S. A. Roslavtseva, Yu. S. Kagan, E. A. Ershova, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1131 (1980).
W. J. Brehm and T. Levenson, J. Am. Chem. Soc.,76, 5389 (1954).
M. Hojo and R. Masuda, Tetrahedron Lett., 613 (1976).
N. A. Milas and S. Sussman, J. Am. Chem. Soc.,58, 1302 (1936).
F. E. Hardy, P. R. H. Speakman, and P. Robon, J. Chem. Soc., 2334 (1969).
F. G. Bordwell and W. T. Brannen, Jr., J. Am. Chem. Soc.,86, 4645 (1964).
G. Schrader, West German Patent No. 1,099,531; Chem. Abstr.,56, 3515 (1962).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1384–1389, June, 1983.
Rights and permissions
About this article
Cite this article
Mastryukova, T.A., Zhdanova, G.V., Shipov, A.É. et al. Convenient method for the selective oxidation of sulfide sulfur in alkylmercaptoalkyl esters of thio- and dithioacids of phosphorus. Russ Chem Bull 32, 1255–1260 (1983). https://doi.org/10.1007/BF00953168
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00953168