经由3-乙酰基-2-丁烯内酯烯醇醚与胺类衍生物区域选择性制备烯胺酮  

Regioselective Preparation of Enaminone via Enol Methyl Ether of 3-Acetyl-2-butenolide and Different Amines

作　　者：赵宇[1] 汤博[1] 刘鑫磊[1] 李婉祯[1] 黄铭一 王明安[1] 

机构地区：[1]中国农业大学应用化学系,北京100193

出　　处：《有机化学》2017年第4期975-986,共12页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21172254);国家十二五科技支撑计划(No.2011BAE06B04)资助项目~~

摘　　要：在乙醇溶液中具有烯醇醚结构的3-乙酰基-4-甲氧基-2-丁烯内酯和3-(1-甲氧基亚乙基)-4-羰基-2-丁内酯与不同的胺类衍生物发生区域选择性加成-消除反应生成一系列新的稳定的烯胺酮结构衍生物.它们的化学结构经~1H NMR、^(13)C NMR、X射线衍射和高分辨质谱的确证.其中生成的3-(1-胺基亚乙基)-4-氧代-2-丁内酯类化合物存在明显的Z/E两种异构体.同时对制备反应中产生的副产物结构也进行了确证.The regioselective addition-elimination of 3-acetyl-4-methoxy-2-butenolide and 3-（1-methoxy ethylidene）furan- 2,4-dione having enol ether with different amines yielded novel stable enaminone derivatives in ethanol solution. Their struc- tures were elucidated by 1H NMR, 13C NMR, HRMS and X-ray diffraction data. Among of them, the Z/E isomers were ob- served for 3-（1-aminoethylidene）-furan-2,4-dione. The structures of byproducts for preparing intermediates and title com- pounds were also characterized.

关 键 词：3-乙酰基-4-甲氧基-2-丁烯内酯 3-(1-甲氧基亚乙基)-4-羰基-2-丁内酯 加成-消除反应 烯胺酮 

分 类 号：TQ455.4[化学工程—农药化工]