2_5H_呋喃酮和含氮亲核试剂反应研究进展_宋秀美.pdfVIP

2010 年第 30 卷 有 机 化 学 Vol. 30, 2010 第 5 期, 648～654 Chinese Journal of Organic Chemistry No. 5, 648～654 ·综述与进展· 2(5H)-呋喃酮与含氮亲核试剂反应研究进展 a,b,c a *,a a 宋秀美 李建晓 汪朝阳 莫阳青 (a 华南师范大学化学与环境学院 广州 510006) (b 广东高校新材料工程技术开发中心 湛江 524048) (c 湛江师范学院化学系 湛江 524048) 摘要 2(5H)-呋喃酮作为一种 α,β-不饱和环丁内酯, 可发生多种反应, 特别是其不饱和碳碳双键上连有卤素时, 2(5H)- 呋喃酮的高反应性使其被广泛应用于有机合成. 按照反应后五元环内酯产物上取代基位置的不同, 综述了 2(5H)-呋喃 酮与含氮亲核试剂通过 Michael 加成、串联的 Michael 加成-消除、偶极环加成和钯催化耦合等反应合成 β-取代、α,β- 取代和 γ-取代环状衍生物在近十几年的研究进展. 关键词 2(5H)-呋喃酮; 含氮亲核试剂; Michael 加成; 偶极环加成; 串联反应 Progress in Reactions of 2(5H)-Furanone with Nucleophiles Containing Nitrogen Song, Xiumeia,b,c Li, Jianxiaoa Wang, Zhaoyang*,a Mo, Yangqinga (a Department of Chemistry, South China Normal University, Guangzhou 510006) (a Development Center for New Materials Engineering Technology in Universities of Guangdong, Zhanjiang 524048) (c Department of Chemistry, Zhanjiang Normal College, Zhanjiang 524048) Abstract As a kind of α,β-unsaturated butyrolactone, 2(5H)-furanone is so reactive in lots of reactions that it has been used extensively in organic synthesis, especially, when a halogen atom is attached to the C ＝C unsaturated bond. According to the different reaction points, the recent advance in reactions of 2(5H)-furanone with nucleophiles containing nitrogen