机械力促进的硫醚选择性氧化制备亚砜/砜

Mechanical force promoted selective oxidation of sulfides to prepare sulfoxides and sulfones

摘要:

近年来，机械力研磨化学因无溶剂反应而广受关注。本文在室温、无溶剂球磨条件下，由硫醚选择性氧化制备亚砜或砜。以硫醚类化合物为原料，过硫酸氢钾复合盐（Oxone）为氧化剂，通过调控磨球的规格和数量（磨球个数大∶中∶小=20∶40∶100），球磨时间（5~50 min）和转速（400 rpm），以及氧化剂Oxone的用量（1~4 mmol），在研磨条件下实现了系列亚砜或砜类化合物的高选择性制备（产率90%~99%），所有产物通过1HNMR及13CNMR进行结构鉴定。该方法具有选择性好、产率高、底物适用范围广等优点，进一步拓展了机械力化学的应用范围。

Abstract:

In recent years, mechanical grinding chemistry has attracted much attention by synthetic chemists for its solvent-free conditions. Here we reported a method for the selective oxidation of sulfides to prepare sulfoxides or sulfones by ball milling at room temperature without solvent. A series of sulfones or sulfoxides were selectively prepared with 90%~99% yields from sulfides by adjusting the size and number of grinding balls (proportion of large, medium and small is 20∶40∶100), ball milling time (5~50 min), rotational velocity (400 rpm) and equivalents of Oxone (1~4 mmol) as an oxidant under grinding conditions. All the structures were confirmed by 1HNMR and 13CNMR. This method has benefits of good selectivity, high yield, and wide substrate tolerance, which expands the application scope of mechanochemistry.