Journal of the Chemical Society. Perkin transactions I p. 3043 - 3046 (1991)
Update date:2022-07-31
Topics:
Tabuchi, Toshihiko
Nojima, Masatomo
Kusabayashi, Shigekazu
The ozonolysis of vinyl ethers 1a, b in the presence of adamantane-2-thione 4a and bicyclo<3.3.1>nonan-9-thione 4b gave in each case the corresponding thioozonides 5a-c in moderate yields, whilst ozonolysis of a mixture of vinyl ethers 1a-d and thiobenzophenone derivatives 4f-h gave the corresponding thione S-oxides 8f-h in isolated yields of 10-40percent, together with the benzophenones 7f-h. 3,3-Dimethyl-1,2-dioxirane, generated in situ from the reaction of acetone and 'oxone' (2KHSO5-KHSO4-K2SO4), transferred an oxygen atom to compounds 4a, f, g, i providing the thione S-oxides 8a, f, g, i in 29-97 percent yield.
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