氮杂环丙烷与丙二酸二甲酯的串联反应  

Tandem reaction of aziridine with dimethyl malonate

作　　者：汤从国[1] 田露[1] 苏莉[1] 张万轩[1] 

机构地区：[1]湖北大学化学化工学院,湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2013年第1期108-112,共5页Journal of Hubei University：Natural Science

基　　金：国家自然科学基金(20872031)资助

摘　　要：环己烷骈联的氮杂环丙烷与丙二酸二甲酯在碱性条件下回流反应,氮杂环丙烷先发生开环反应,生成的中间体在原位发生分子内亲核加成-消除反应,得到关环产物吡咯烷酮衍生物.实验结果表明,在以氢化钠作为碱、1,4-二氧六环作为溶剂回流时,可以得到满意的产率(45%～99%);氮杂环丙烷的氮原子上联有羰基、磺酰基这一类强吸电子基时,对反应有利.The ring opening reaction of aziridine derived from cyclohexene with dimethyl malonate was occurred in the presence of a base under reflux, followed by the in situ ring closure of the intermediate leading to pyrrolidone derivatives. Experimental results were shown that when Nail were used as a base, and 1,4-dioxane as a solvent under reflux, could get a satisfactory yield（45 ^--99 ~）. With the strong electron-withdrawing atom group like carbonyl group and sulfonyl group, linking to the nitrogen atom of aziridine, the reaction call perform well.

关 键 词：丙二酸二甲酯 氮杂环丙烷 串联反应 吡咯烷酮衍生物 

分 类 号：O626.13[理学—有机化学]