Tandem grinding reactions involving aldol condensation and ... | 食品添加物合法業者資訊網

由XMHu著作·2019·被引用5次—Infact,thealdolcondensationofaromaticaldehydeswith3...Whencarryingoutthin-layerchromatography(TLC)indicatedthatthe ...

Received 27th June 2019 , Accepted 23rd August 2019

First published on 4th September 2019

A one-pot, base-catalyzed, tandem grinding process involving carrying out aldol condensation and Michael addition in sequence to produce 3,4,5-trisubstituted isoxazoles from 3,5-dimethyl-4-nitroisoxazole, aromatic aldehydes and activated methylene compounds has been developed. In the presence of 10 mol% of pyrrolidine, aldol condensations of 3,5-dimethyl-4-nitroisoxazole with various aromatic aldehydes were performed with 3–10 minutes of grinding to provide 5-styryl-3-methyl-4-nitroisoxazoles in good to quantitative yields without further purification. Then, Michael additions between 5-styryl-3-methyl-4-nitroisoxazoles and activated methylene compounds (including ethyl 2-nitroacetate and alkyl 2-cyanoacetates) were carried out in the presence of 10 mol% of Et3N in the same mortar with 3...