24422-74-0Relevant articles and documents
A route to benzylic arylsulfoxides from β-ketosulfoxides
Chang, Meng-Yang,Cheng, Yu-Chieh,Chan, Chieh-Kai
, p. 4068 - 4075 (2016/07/06)
The K2CO3-mediated benzylation of β-ketosulfoxides 4 with 2.0?equiv of benzylic halides 5 affords benzylic arylsulfoxides 6 in moderate yields along with trace amounts of chalcones 7. The products 6 are assumed to form in situ intermediates of sulfenate anions from β-ketosulfoxides which are commonly involved in carbon–sulfur bond formation. A plausible mechanism has been proposed.
Palladium-catalyzed suzuki-miyaura reaction involving a secondary sp 3 carbon: Studies of stereochemistry and scope of the reaction
Rodriguez, Nuria,De Arellano, Carmen Ramirez,Asensio, Gregorio,Medio-Simon, Mercedes
, p. 4223 - 4229 (2008/02/08)
Palladium-catalyzed C-C bond formation involving secondary sp 3-hybridized carbon is described. These reactions occur with secondary 1-bromoethyl arylsulfoxides and different arylboronic acids, to produce the corresponding arylated sulfoxides in moderate to high yields and with complete stereospecificity. Despite the presence of β hydrogens in the substrate, the competitive β-hydride elimination is not a significant side reaction when coordinating solvents are used. The reported cross-coupling involves secondary Csp3-Csp2 bond formation: this is the first time that a mechanistic study has been carried out with such substrates. The reaction proceeds with inversion of configuration at the stereogenic C sp3 carbon. The high stereospecificity of the coupling and the mildness of the reaction conditions allow for the preservation of the optical purities of reagents and products and the preparation of useful chiral targets.
Efficient and selective sulfoxidation by hydrogen peroxide, using a recyclable flavin-[BMIm]PF6 catalytic system
Linden, Auri A.,Johansson, Mikael,Hermanns, Nina,Baeckvall, Jan-E.
, p. 3849 - 3853 (2007/10/03)
A new flavin catalyst 2 immobilized in an ionic liquid ([BMIm]PF 6) was used for the highly selective oxidation of sulfides to sulfoxides by hydrogen peroxide. The sulfoxides were obtained in good to high yields and high selectivity without any