Summary
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1.
A study was made of the peroxyacetic acid oxidation of the adducts formed by aryl vinyl and alkyl vinyl sulfides with hexachlorocyclopentadiene and with cyclopentadiene. The conditions were found for the preparation of sulfoxides or sulfones in high yields as main reaction products.
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2.
The adducts formed by vinyl sulfides with hexachlorocyclopentadiene are probably pure endo isomers and do not readily undergo thermal isomerization into the exo form.
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3.
When 5-(butylthio)-2-norbornene is treated with mercuric chloride solutions complex salts between different proportions of sulfide and mercuric chloride are formed.
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M. F. Shostakovskii, A. V. Bogdanova and T. M. Ushakova, Dokl. AN SSSR118, 520 (1958); Izv. AN SSSR. Otd. khim. n. 120(1961).
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E. N. Prilexhaeva, L. V. Tsymbal and M. F. Shostakovskii, Dokl. AN SSSR138, 1122 (1961).
M. F. Shostakovskii, A. V. Bogdanova, T. M. Ushakova and B. V. Lopatin, Dokl. AN SSSR132, 1118 (1960).
M. F. Shostakovskii, E. N. Prilexhaeva and N. I. Uvarova, Izv. AN SSSR. Otd. khim. n. 526(1954).
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Shostakovskii, M.F., Bogdanova, A.V. & Ushakova, T.M. Vinyl compounds in the diene synthesis. Russ Chem Bull 10, 2073–2076 (1961). https://doi.org/10.1007/BF01182958
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DOI: https://doi.org/10.1007/BF01182958