Department of Chemistry, Altai State Technical University, 46 Lenin Ave., 656038 Barnaul, Russia.
Beilstein J Org Chem. 2011;7:1526-32. doi: 10.3762/bjoc.7.179. Epub 2011 Nov 16.
Pyrazole and benzotriazole-containing thioethers, namely 1,5-bis(3,5-dimethylpyrazol-1-yl)-3-thiapentane, 1,8-bis(3,5-dimethylpyrazol-1-yl)-3,6-dithiaoctane and 1,3-bis(1,2,3-benzotriazol-1-yl)-2-thiapropane were prepared and fully characterized. Oxidation of the pyrazole-containing thioether by hydrogen peroxide proceeds selectively to provide a sulfoxide or sulfone, depending on the amount of oxidant used. Oxidation of the benzotriazole derivative by hydrogen peroxide is not selective, and sulfoxide and sulfone form concurrently. Selenium dioxide-catalyzed oxidation of benzotriazole thioether by H(2)O(2), however, proceeds selectively and yields sulfoxide only.
含吡唑和苯并三唑的硫醚，即 1,5-双(3,5-二甲基吡唑-1-基)-3-硫戊烷、1,8-双(3,5-二甲基吡唑-1-基)-3,6-二硫辛烷和 1,3-双(1,2,3-苯并三唑-1-基)-2-硫代丙烷被制备并进行了充分的表征。用过氧化氢氧化含吡唑的硫醚时，根据氧化剂的用量，可选择性地得到亚砜或砜。用过氧化氢氧化苯并三唑衍生物时，反应没有选择性，亚砜和砜同时形成。然而，在二氧化硒催化下，用过氧化氢氧化苯并三唑硫醚时，反应具有选择性，仅生成亚砜。
