Selective oxidation of allylic sulfides by hydrogen peroxide with the trirutile-type solid oxide catalyst LiNbMoO6

Chemoselective sulfur oxidation of allylic sulfides containing double bonds of high electron density due to multiple alkyl substituents or extended co njugation was developed using the composite metal oxide catalyst, LiNbMoO6, without any epoxidation of the electron-rich double bond(s). Selective oxi dation to either the corresponding sulfoxides or the sulfones was realized by controlling the stoichiometry of the quantitative oxidant, H2O2. This ne w oxidant system had general applicability for chemoselective oxidation of various allylic, benzylic, or propargylic sulfides containing unsaturated c arbon-carbon bonds with different electron properties. Various functional g roups including hydroxy, formyl, and ethers of THP or TBDMS are compatible under this mild oxidation reaction condition.