温和条件下催化吖丙啶与二氧化碳环加成反应合成噁唑烷酮  

The Synthesis of Oxazolidinones from the Cycloaddition of Aziridines and CO_2 under Mild Condition

作　　者：张志超[1] 张英菊[1] 张得亮[1] 王辉[1] 吕小兵[1] 

机构地区：[1]大连理工大学精细化工国家重点实验室,大连116012

出　　处：《染料与染色》2006年第4期32-34,共3页Dyestuffs and Coloration

摘　　要：本文以环氧丙烷为原料,在氨水或有机胺的作用下开环得到β-氨基醇,然后采用Wenker方法合成了吖丙啶和1-甲基吖丙啶;采用双功能亲电—亲核催化体系(Jacobsen催化剂/季铵盐)在温和条件下催化吖丙啶或1-甲基吖丙啶与二氧化碳进行环加成反应,得到区域选择性的唑烷酮。在该催化体系下,通过1-甲基吖丙啶与二氧化碳的环加成反应首次得到了高区域选择性的3,4-二甲基唑烷-2-酮,通过1HNMR对其结构进行表征。Aziridines were prepared from propylene oxide through Wenker method and their purities were determined by GC. Cobaltbased catalyst was synthesized according to previous literature reports and characterized by ^1 H NMR as well. By using the binary electrophile and nucleophile catalyst system which consists of salen-type cobalt-catalyst and PPNCl,oxazolidinones were prepared through [ 2 ＋ 3 ] coupling reaction of aziridines and carbon dioxide at mild condition. 3,4-Dimethyloxazolidinone was synthesized with high regioselehivity by cycloaddition of 1-methylaziridine with CO2,and its structure was determined by ^1H NMR.

关 键 词：吖丙啶 环加成反应 噁唑烷酮 二氧化碳 

分 类 号：O626.[理学—有机化学]