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%。