吗啉催化的串联反应合成多取代环己酮（英文稿）

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。

Morpholine catalyzed cascade reaction for the efficient synthesis of highly substituted cyclohexanones

A cascade reaction of methylene-active compounds 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 iminiun and enamine activations in this cascade transformation. The resulted cyclohexanones are further converted to 2-cyclohexenones by a readily available method. Simplicity and practicality as well as green catalyst constitute the most attractive point of this conversion.