以汉斯酯1,4-二氢吡啶为还原剂的还原胺化反应研究有机化学.pdfVIP

DOI: 10.6023/cjoc201302016 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 以汉斯酯1,4-二氢吡啶为还原剂的还原胺化反应研究 黄新炜a,b 刘建利*,a (a 西北大学生命科学学院 西部资源生物与现代生物技术省部共建教育部重点实验室 西安 710069) (b 西安文理学院化学与化学工程学院 西安 710065) 摘要 还原胺化是有机合成中的重要反应, 即醛和酮在适当还原剂作用下与伯胺或仲胺制备仲、叔胺. 汉斯酯 1,4-二氢 吡啶衍生物(HEH)作为仿生有机还原剂已被用于 α,β-不饱和羰基化合物、缺电子的共轭烯烃和亚胺的选择性还原以及 还原胺化等重要的有机反应中. 以HEH 为还原剂, 7-氨基-4- 甲基香豆素与常见的醛为模型来探索通过还原胺化反应标 记醛类化合物的可行性, 共得到 16 个还原胺化产物, 其中 13 个化合物未见文献报道. 关键词 汉斯酯 1,4-二氢吡啶; 还原胺化; 香豆素; 醛; 标记 Reductive Amination Reaction Using Hantzsch Ester 1,4-Dihydropyridine as Reducing Reagent Huang, Xinweia,b Liu, Jianli*,a a ( Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Life Science, Northwest University, Xian 710069 ) b ( School of Chemistry and Chemical Engineering, Xian University of Arts and Science, Xian 710065 ) Abstract Reductive amination is an important reaction in organic synthesis. Aldehyde and ketone can react with primary and secondary amine in the presence of appropriate reducing reagent to afford secondary and tertiary amine. Hantzsch ester 1,4-dihydropyridine (HEH) is employed in the selective reduction and reductive amination of α,β-unsaturated carbonyl com- pounds, electron-deficient conjugate alkene and imine as a biomimetic organic reductant. In this paper, the possi