139483-04-8Relevant articles and documents
Reaction of Thioketones with Carbonyl Oxides and 3,3-Dimethyl-1,2-dioxirane. Cycloaddition vs. Oxygen Atom Transfer
Tabuchi, Toshihiko,Nojima, Masatomo,Kusabayashi, Shigekazu
, p. 3043 - 3046 (2007/10/02)
The ozonolysis of vinyl ethers 1a, b in the presence of adamantane-2-thione 4a and bicyclononan-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.