吡咯烷酮衍生物的直接胺化构建偕二胺衍生物有机化学.pdfVIP

DOI: 10.6023/cjoc201410017 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 吡咯烷酮衍生物的直接胺化: 构建偕二胺衍生物 杨锦明a 褚雪强b 纪顺俊*,b (a 江苏省滩涂生物资源与环境保护重点建设实验室 盐城师范学院化学化工学院 盐城 224002) (b 江苏省有机合成重点实验室 苏州大学材料与化学化工学部 苏州 215123) 摘要 研究了对甲苯磺酸(PTSA)催化的吡咯烷酮化合物与各种 N-亲核试剂的胺化反应. 该方法通过简单抽滤就能以 中等至优良产率得到一系列的偕二胺化合物, 后处理简单无需柱层析, 且可以将反应放大至克级规模. 关键词 酰亚胺离子; 偕二胺; 绿色化学 Direct Amination of N-Acyliminium Ion Surrogates: A Convenient Access to gem-Diamines Derivatives a b *,b Yang, Jinming Chu, Xueqiang Ji, Shunjun a ( Key Laboratory of Coastal Wetland Bioresources and Environmental Protection of Jiangsu Province, College of Chemistry and Chemical Engineering, Yancheng Teachers University, Yancheng 224002) b ( Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science , Soochow University, Suzhou, 215123) Abstract A novel 4-methylbenzenesulfonic acid (PTSA)-catalyzed intermolecular amination of N-acyliminium species with 3 various N-sources via benzylic C(sp )-O activation of functionalized 2-oxo-1-pyrrolidine derivatives has been developed. This method provides an efficient and chromatography-free access to gem-diamines equivalent with moderate to good yields. Be- cause of the importance of gem-diamine derivatives, the methodolo