硫代磺酸酯和磺酰卤的绿色合成研究  

Green Synthesis of Thiosulfonates and Sulfonyl Halides

作　　者：乃比江·赛米 张蕾[1] 买地娜·沙拉木 曾竟 阿布都热西提·阿布力克木 Naibijiang Saimi;Zhang Lei;Maidina Shalamu;Zeng Jing;Abudu Rexit Abulikemu(Department of Chemistry,Xinjiang Normal University,Urumqi,830054,China)

机构地区：[1]新疆师范大学化学系,乌鲁木齐830046

出　　处：《有机化学》2023年第1期236-243,共8页Chinese Journal of Organic Chemistry

基　　金：新疆维吾尔自治区高校科研计划自然科学重点(No.XJEDU2020I015)资助项目。

摘　　要：利用2-碘酰基苯甲酸(IBX)的氧化作用,在四丁基溴化铵(TBAB)作为添加剂的条件下,硫酚、硫醇类化合物在室温快速反应生成相应的硫代磺酸酯类化合物,共获得了11个硫代磺酸酯,产率为54%~83%;而该氧化体系在加入浓盐酸(w=36%)或浓氢溴酸(w=46%)的条件下,硫酚或硫醇均顺利被氧化卤代成相应的磺酰氯或磺酰溴,分别获得了11个磺酰氯和11个磺酰溴产物,产率为62%~84%.这两种体系都简单、高效,使用了绿色氧化剂和溶剂、具有处理简单、条件温和等优点,所有合成产物均经1H NMR、^(13)C NMR结构确证.Using the oxidation between 2-iodoylbenzoic acid(IBX) and tetrabutylammonium bromide(TBAB), thiophenols and thiols reacted rapidly to form corresponding thiosulfonates at room temperature, and 11 thiosulfonates were obtained with yields ranging from 54% to 83%. It was also found that the catalytic system in the presence of aqueous HCl(w=36%) and HBr(w=46%) oxidatively halogenated thiophenols and thiols, respectively, 11 kinds of sulfonyl chlorides and 11 kinds of sulfonyl bromides were obtained with yields ranging from 62% to 84%. The method has the advantages of simple and efficient, simple post-treatment, green oxidant and solvent, mild conditions, etc. All products were confirmed by 1H NMR, ^(13)C NMR structure.

关 键 词：一锅法 2-碘酰基苯甲酸(IBX) 卤化 绿色合成 

分 类 号：O623.8[理学—有机化学]