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Polymer‐Supported Ionic‐Liquid‐Catalyzed Synthesis of 1,2,3,4‐Tetrahydro‐ 2‐oxopyrimidine‐5‐carboxylates via Biginelli Reaction
Author(s) -
Wang ZongTing,
Wang ShuChao,
Xu LiWen
Publication year - 2005
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200590093
Subject(s) - chemistry , ionic liquid , biginelli reaction , ethyl acetoacetate , catalysis , pyrimidine , aldehyde , urea , polymer , organic chemistry , transformation (genetics) , polymer chemistry , stereochemistry , biochemistry , gene
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.