Abstract
IN recent work1 we showed that bis(1,2-o-isopropylidene-3-o-thiocarbonyl-α-D-glucofuranose) disulphide rearranged on standing in basic organic solvents to give equimolar amounts of carbon disulphide, elemental sulphur, 1,2-o-isopropylidene-α-D-glucofuranose, and 1,2-o-isopropyli-dene-α-D-glucofuranose 5,6-thionocarbonate. That work has now been extended to an investigation of bis(o-thio-carbonyl) disulphide derivatives (referred to as xanthides) of 1,2-, 1,3-, 1,4-, 1,5-, and 1,6-dihydroxy alkanes.
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References
Doane, W. M., Shasha, B. S., Russell, C. R., and Rist, C. E., J. Org. Chem., 30, 162 (1965).
Feigl, F., Spot Tests, 2, 1964, fourth ed. (Elsevier Publishing Company, New York, 1954).
Sarel, S., Pohoryles, L. A., and Ben-Shoshan, R., J. Org. Chem., 24, 1873 (1959).
Twiss, D., J. Amer. Chem. Soc., 49, 491 (1927).
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SHASHA, B., DOANE, W., RUSSELL, C. et al. Rearrangement of Bis(o-thiocarbonyl) Disulphides. Nature 211, 965–966 (1966). https://doi.org/10.1038/211965b0
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DOI: https://doi.org/10.1038/211965b0
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