560094-63-5Relevant articles and documents
α-Benzoyloxylation of β-keto sulfides at ambient temperature
Piras, Enrico,Secci, Francesco,Caboni, Pierluigi,Casula, Maria Francesca,Frongia, Angelo
, p. 49215 - 49219 (2017/11/03)
A facile and efficient protocol for the α-benzoyloxylation of β-keto sulfides is presented. This methodology provides a step-economical, mild and practical access to highly functionalized α-O-benzoyloxy substituted β-keto sulfides, including those with quaternary carbons, which are not easily obtained through currently available methods.
Selective and mild oxidation of sulfides to sulfoxides by oxodiperoxo molybdenum complexes adsorbed onto silica gel
Batigalhia, Fabiana,Zaldini-Hernandes, Marcelo,Ferreira, Ant?nio G,Malvestiti, Ivani,Cass, Quezia B
, p. 9669 - 9676 (2007/10/03)
Aliphatic and aromatic sulfides, ketosulfides, sulfinyl acids and esters, and olefinic sulfides were oxidized to sulfoxides using oxodiperoxo complexes of molybdenum coated on silica gel (150 ? pore size) in very high yields. Complete chemoselectivity was observed for the oxidation of all functional sulfides. Sulfones were, however, the main products of the reaction when the complexes were not coated on silica gel. The influence of silica gel as the support of these reactions was also investigated and it was demonstrated that it alters the reactivity of the complex but it is not responsible for the excellent chemoselectivity of the complexes. The complex [MoO(O2)2(pyrazole) (H2O)] proved to be more reactive than [MoO(O2)2(Opyr) (H2O)].
Asymmetric sulfoxidation of a β-carbonyl sulfide series by chloroperoxidase
Vargas, Reinaldo R.,Bechara, Etelvino J. H.,Marzorati, Liliana,Wladislaw, Blanka
, p. 3219 - 3227 (2007/10/03)
The chloroperoxidase (CPO)-catalyzed oxidation of a series of β-carbonyl sulfides to sulfoxides has been studied at room temperature in aqueous citrate buffer. For dialkyl β-carbonyl sulfides, the products with methyl and ethyl substituents are obtained in ca. 100% yield. However when the alkyl group is n-propyl or i-propyl the yield drops dramatically (25%). An aryl sulfide derivative afforded product in very low yield (4%), but when the phenyl group bears a carbonyl, and the sulfur substituents are methyl or ethyl, the oxidation occurs with high yields (91-95%). Steric control of the sulfoxidation reaction is also confirmed with cyclohexanone derivatives, where a low product yield is observed even at high enzyme concentrations. Noteworthy are the yields obtained with cyclopentanone sulfide (65%) and an unexpected quantitative yield obtained with the γ-butyrolactone sulfide.
