31236-12-1Relevant articles and documents
Highly selective sulfoxidation of allylic and vinylic sulfides by hydrogen peroxide using a flavin as catalyst
Linden, Auri A.,Krueger, Lars,Baeckvall, Jan-E.
, p. 5890 - 5896 (2007/10/03)
A highly chemoselective oxidation of allylic and vinylic sulfides to the corresponding sulfoxides has been developed using flavin 1 as the oxidation catalyst and hydrogen peroxide as the terminal oxidant. The sulfoxides were formed in good to excellent yields in a highly selective manner even when an excess of the oxidant was used. Sulfone formation was completely suppressed to 0.5% (in one single case 1.5% sulfone was detected). No epoxidation of double bonds or interference with other functional groups was observed under the reaction conditions. The general applicability was demonstrated by the selective oxidation of various allylic and vinylic sulfides having different electronic properties. A number of functionalities including hydroxy, acetoxy, amino, silyloxy, and formyl groups are tolerated under these mild reaction conditions.
Surface-mediated reactions. 5. Oxidation of sulfides, sulfoxides, and alkenes with tert-butyl hydroperoxide
Breton, Gary W.
, p. 3825 - 3828 (2007/10/02)
Silica gel mediates the reactivity of (CH3)3COOH, affording a convenient, environmentally benign method for oxidizing sulfides, sulfoxides, and alkenes. Electrophilic oxidation of sulfides and alkenes (Scheme 1A) and nucleophilic oxidation of sulfoxides (Scheme 1B) are apparently involved. Basic alumina mediates the oxidation of sulfoxides.
