Polymer-Supported Ionic-Liquid-Catalyzed Synthesis of 1,2,3,4-Tetrahydro- 2-oxopyrimidine-5-carboxylates via Biginelli Reaction

✍ Scribed by Zong-Ting Wang; Shu-Chao Wang; Li-Wen Xu

• Book ID: 102260178
• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: German
• Weight: 151 KB
• Volume: 88
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200590093

✦ Synopsis

Abstract

The Biginelli reaction between an aromatic aldehyde, ethyl acetoacetate, and urea – catalyzed by polymer‐supported, re‐usable, room‐temperature ionic liquids (RTIL) such as 1b – was shown to efficiently proceed in glacial AcOH at 100° to afford the corresponding pyrimidine‐5‐carboxylates 3 in yields up to 99% within 2 h (Table 2). The catalyst(s) could be reused at least five times, basically without loss of activity, which makes this transformation not only straight‐forward, but also considerably less expensive compared to methods involving classical RTIL catalysts.