In continuation of our research on reactions of 3,5,8-trioxabicyclo[5.1.0]octanes with nucleophiles and antimycotic properties of the obtained products , in this work we have carried out the thiolysis reaction of epoxide 2 by thiophenol followed by functionalization of the resulting [beta]-hydroxysulfide 3 (Scheme 1).
The intermediate 12 was obtained from diol 10 via its oxidation with oxone followed by thiolysis of the resulting epoxide 11 with thiophenol in hot water in the presence of DABCO.
In conclusion, in this work, we have developed efficient synthetic approaches to a series of novel 6-(arylthio)-1,3dioxepan-5-ols starting from 1,3-dioxacyclohept-5-ene through its oxidation followed by thiolysis with various thiophenols.
Edrisi, "Biodegradable choline hydroxide promoted environmentally benign thiolysis of epoxides," Tetrahedron Letters, vol.
[26.] Guyot S, Marnet N, Laraba D, Sanoner P and JF Drilleau Reversed-phase HPLC following thiolysis
for quantitative estimation and characterization o f the four main classes of phenolic compounds in different tissue zones of a French cider apple variety (Malus domestica Var.