Synthesis of zwitterionic salts of pyridinium-Meldrum acid and barbiturate through unique four-component reactions.
An efficient synthetic procedure for the preparation of the unusual charge-separated pyridinium-Meldrum acid and N,N-dimethylbarbiturate acid zwitterionic salts was developed though a unique one-pot four-component reaction involving pyridine, aromatic aldehyde, Meldrum acid or N,N-dimethylbarbituric acid, and p-nitrobenzyl bromide in acetonitrile. By varying combinations of four components involving nitrogen-containing heterocycles, we conveniently established reactive alpha-halomethylene compounds, aldehydes and beta-dicarbonyl compounds a library of zwitterionic salts.
Wang
Qi-Fang
QF
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
Hui
Li
L
Hou
Hong
H
Yan
Chao-Guo
CG
D001463:Barbiturates / Q000737:chemistry*; D004146:Dioxanes / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D008958:Models, Molecular; D011726:Pyridinium Compounds / Q000737:chemistry*; D012492:Salts / Q000138:chemical synthesis*
D001463:Barbiturates; D004146:Dioxanes; D006571:Heterocyclic Compounds; D011726:Pyridinium Compounds; D012492:Salts; C076489:Meldrum's acid