An Efficient One‐pot Synthesis of β ‐Amino/ β ‐Acetamido Carbonyl Compounds via ZrCl 4 ‐catalyzed Mannich‐type Reactio

• Published in: Chinese journal of chemistry 2008-12, Vol.26 (12), p.2216-2222
• Main Authors: SANJEEVA REDDY, Cherkupally, PURNACHANDRA REDDY, Gurrala
• Format: Article
• Language: English
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.200890394

Zirconium(IV) chloride catalyzed efficient one‐pot synthesis of β ‐amino/ β ‐acetamido carbonyl compounds at room temperature is described. In the presence of ZrCl 4 , the three‐component Mannich‐type reaction via a variety of in situ generated aldimines, with various ketones, aromatic aldehydes and aromatic amines in ethanol, led to the formation of β ‐amino carbonyl compounds and the four‐component Mannich‐type reaction of aromatic aldehydes with various ketones, acetonitrile and acetyl chloride resulted in the corresponding β ‐acetamido carbonyl compounds in high to excellent yields. This methodology has also been applied towards the synthesis of dimeric β ‐amino/ β ‐acetamido carbonyl compounds.