4.5 Article

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

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 15, Issue 24, Pages 5553-5557

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2005.08.101

Keywords

multicomponent; 2-aminobenzimidazole; 2-aminobenzo-thiazole; 4H-pyrimido[2,1-b]benzothiazoles; 4H-pyrimido[2,1-b]benzimidazoles

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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. (c) 2005 Elsevier Ltd. All rights reserved.

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