强酸型离子交换树脂催化氧化硫醚选择性合成亚砜的清洁工艺

A greener approach for sulfoxide synthesis with the selective oxidation of sulfides catalyzed by a strong acid cation exchange resin

在以强酸型离子交换树脂为催化剂和过氧化氢为氧化剂的清洁工艺条件下,首次研究了选择性氧化苯甲硫醚生成苯甲亚砜的反应,优化得到了合成苯甲亚砜的最佳工艺条件为:反应底物苯甲硫醚8 mmol、反应溶剂甲醇10 mL、反应温度为常温、反应时间为8 h、催化剂用量为底物摩尔量的50%、过氧化氢与底物摩尔比为1.0∶1.0。此反应的转化率和选择性均大于99.9%,催化剂重复使用15次未见其活性和选择性明显下降。在类似的反应条件下,其它4种硫醚也被高效和选择性地氧化为相应的亚砜。

With a strong acid cation exchange resin as a catalyst and hydrogen peroxide as an oxidant,the selective oxidation of methyl phenyl sulfide to methyl phenyl sulfoxide was studied for the first time.The oxidation was obviously affected by several key reaction factors.The optimal condition was determined as： methyl phenyl sulfide（8 mmol） in methanol（10 mL） was conversed by hydrogen peroxide（8 mmol） into the corresponding sulfoxide at room temperature for 8 hours in the presence of D001 strong acid cation exchange resin（0.5 equivalent exchangeable hydrogen ion）,under which both conversion and selectivity are beyond 99%.No significant activity change in the resin catalyst was observed even after 15 recycles.Using the similar procedure,other four sulfides have been successfully oxidized to sulfoxides with an excellent conversion and selectivity.