A Novel Polyaniline-Silver Nitrate-p-Toluenesulfonic Acid Salt as Recyclable Catalyst in the Stereoselective Synthesis of beta-Amino Ketones: "One-Pot" Synthesis in Water Medium

作者：Palaniappan Srinivasan^*; Rajender Boddula

来源：Advanced Synthesis & Catalysis, 2010, 352(14-15): 2507-2514.

DOI：10.1002/adsc.201000346

• catalyst recycling
• green chemistry
• Mannich reaction
• polymers
• stereoselectivity

A novel, efficient and easily synthesizable catalyst, an emeraldine form of a polyaniline salt containing the dual dopants, silver nitrate and p-toluenesulfonic acid (PANI-AgNO(3)-PTSA), was successfully demonstrated as a reusable, polymer-based, solid acid catalyst for the stereoselective synthesis of 100% anti-beta-amino ketones in excellent yield (96%) with short reaction times (70 min) in aqueous medium at room temperature via the three-component Mannich reaction of aniline, benzaldehyde and cyclohexanone. This methodology addresses the shortage of synthetic methods for 100% anti-beta-amino ketones using a recyclable catalyst. The reaction scope was also extended with aromatic aldehydes and aromatic amines. The developed process conforms to the principles of 'green' chemistry by the usage of water as medium, and the easily handlable and recyclable nature of the catalyst.

• 出版日期2010-10-4