A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems

A novel one-pot three-component reaction : Synthesis of triheterocyclic 4H-pyrimido[2,1-b]benzazoles ring systems

A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimida...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2005-12, Vol.15 (24), p.5553-5557
Hauptverfasser: SHAABANI, Ahmad, RAHMATI, Abbas, NADERI, Soheila
Format: Artikel
Sprache:eng
Schlagworte:
Benzimidazoles - chemical synthesis
Benzimidazoles - chemistry
Benzothiazoles
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Models, Molecular
Molecular Conformation
Organic chemistry
Preparations and properties
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
Thiazoles - chemical synthesis
Thiazoles - chemistry
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Zusammenfassung:A novel one-pot three-component condensation reaction of an aldehyde, beta-ketoester and 2-aminobenzimidazole or 2-aminobenzothiazole in 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate as an ionic liquid is described. During the course of this reaction 4H-pyrimido[2,1-b]benzimidazoles or 4H-pyrimido[2,1-b]benzothiazoles are formed in high yields at 100 degrees C. The ionic liquid can be recovered conveniently and reused efficiently.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2005.08.101