Facile Oxidation of Sulfides to Sulfoxides using Sodium Hypochlorite and Oxoammonium Salt as a Catalyst: Chemo- and Diastereoselective Transformation of Bis(phenylthio)alkanes into Sulfoxides
作者:Renata Siedlecka、Jacek Skarżewski
DOI:10.1055/s-1994-25486
日期:——
A facile and selective method for the title transformation is described. The two-phase oxidation of disulfides with one or two equivalents of sodium hypochlorite mediated by TEMPO and co-catalyzed by potassium bromide and PTC leads to the corresponding mono- or disulfoxides, respectively. In the case of 1,2- 1,3-bis(phenylthio)alkanes and ortho-bis(phenylthiomethyl)benzene the respective meso disulfoxides are formed in 90-98% diastereoselectivity.
本文介绍了一种简便且具有选择性的方法来进行上述转化。在 TEMPO 的介导以及溴化钾和四氯化碳的共同催化下,二硫化物与一或两个当量的次氯酸钠发生两相氧化反应,分别生成相应的一硫醚或二硫醚。在 1,2- 1,3-双(苯硫基)烷烃和正交双(苯硫基甲基)苯的情况下,可生成相应的中二硫醚,非对映选择性为 90-98%。