Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1270094 | Ultrasonics Sonochemistry | 2012 | 5 Pages |
The conjugate addition of amines to conjugated alkenes (commonly known as aza-Michael reaction) constitutes a key step for the synthesis of various complex natural products, antibiotics, α-amino alcohols and chiral auxiliaries. Ultrasound-induced addition of several amines to α, β-unsaturated ketones, esters and nitriles has been carried out very efficiently in water as well as under solvent-free conditions. No catalysts or solid supports have been used in this method. Remarkable enhancement of reaction rate has been observed in water under ultrasound-induced method. This environmentally benign procedure has provided clean formation of the products with better selectivity.
Graphical abstractUltrasound-induced, environmentally benign aza-Michael addition of several amines to α, β- unsaturated ketones, esters and nitriles has been carried out. The effects of solvents and various conditions have been studied in detail.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Ultrasound irradiation accelerates aza-Michael reaction abruptly in water. ► No catalysts or solid supports have been used in this method. ► Reaction of amines to α, β-unsaturated ketones, esters and nitriles is described. ► The effect of different solvents under ultrasound irradiation has been studied. ► All the reactions have allowed the preparation of products in excellent yield.