吗啉催化的串联反应合成多取代环己酮（英文）  

The Efficient Synthesis of Highly Substituted Cyclohexanones by Morpholine Catalyzed Cascade Reaction

作　　者：范芳 聂晶 蒋达洪 Fan Fang;Nie Jing;Jiang Dahong(School of Chemical Engineering and School of Environmental ＆Biology Engineering, Guangdong University of Petrochemical Technology, Maoming 52500)

机构地区：[1]广东石油化工学院化学工程学院环境与生物工程学院,茂名525000

出　　处：《化学通报》2018年第2期158-164,共7页Chemistry

基　　金：广东省高等教育学会实验室管理专业委员会研究基金项目(GDJ2016017)资助

摘　　要：本文以吗啉为催化剂,活泼亚甲基化合物与芳香醛发生串联反应,以最高90%的产率得到了系列多取代的环己酮。反应经历了Knoevenagel缩合、Michael加成、Aldol反应等系列过程。吗啉作为有机分子催化剂,在串联过程中通过亚胺离子活化及烯胺活化羰基化合物而发挥重要作用。合成的环己酮可通过已知方法进一步转化为2-环己烯酮。本方法具有简便、易操作和绿色的特点。In this paper, a cascade reaction of ethyl acetoacetate and its derivatives with aromatic aldehydes catalyzed by morpholine leads to a series of highly substituted cyclohexanones in up to 90% yields, presumably via a Knoevenagel/Michael/Aldol reaction sequence. Morpholine, acting as an organocatalyst, is proved to play an important role through iminium and enamine activations in this cascade transformation. The resulted cyclohexanones are further converted into 2-cyclohexenones by a readily available method. This method provides a simple, practical and green route to prepare cyclohexanones from readily available materials.

关 键 词：吗啉 环己酮 串联反应 有机分子催化 环己烯酮 

分 类 号：O624.42[理学—有机化学]