机械力促进的硫醚选择性氧化制备亚砜/砜

Sulfoxide/sulfone preparation from selective oxidation of thioether promoted by mechanical forces

以过氧硫酸氢钾复合盐(Oxone)为氧化剂,在室温、无溶剂球磨条件下,考察了二苯硫醚选择性氧化制备亚砜或砜的反应条件,并考察了底物的普适性。结果表明,在氧化剂Oxone用量1.0~4.0 mmol、160个氧化锆球(其中,直径为10、8、5 mm氧化锆球的数量比分别为20∶40∶100)、球磨时间5~50 min和转速400 r/min的条件下,硫醚类化合物实现了系列亚砜或砜类化合物的高选择性制备(收率90%~99%),产物通过^(1)HNMR、^(13)CNMR进行了确认。该法具有选择性好、收率高、底物适用范围广等优点。

The reaction conditions for selective oxidation of diphenylene sulfide to sulfoxide or sulfone using potassium bisulfate complex salt(Oxone)as oxidant was investigated at room temperature under solvent-free ball milling conditions,followed by analysis on the universality of the substrate.The results showed that under the conditions of 1.0 to 4.0 mmol Oxone,160 zirconia balls(the number ratio of 10,8 and 5 mm zirconia balls was 20∶40∶100),5~50 min milling time and 400 r/min rotation speed,highly selective oxidation of thioether compounds to a series of sulfoxides or sulfones was achieved(yields 90%~99%),with the products confirmed by^(1)HNMR and^(13)CNMR.This method exhbited the advantages of good selectivity,high yield and wide application range of substrates.