One step synthesis of imidazole and benzimidazole acycloaromatic nucleoside analogs

A facile and rapid method for the synthesis of novel imidazole and benzimidazole aromatic acyclic nucleosides is described. Synchronous N-alkylation of imidazole or benzimidazole and potassium aryloxide with methylene iodide in the presence of triethylamine and a catalytic amount of tetrabutylammoni...

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Bibliographic Details
Published inTetrahedron Vol. 58; no. 52; pp. 10341 - 10344
Main Authors Khalafi-Nezhad, A, Rad, MNS, Hakimelahi, GH, Mokhtari, B
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 23.12.2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DESIGN
acycloaromatic nucleosides
POTENTIAL AGENTS
imidazole
benzimidazole
HUMAN CYTOMEGALOVIRUS INFECTIONS
ANTIVIRAL EVALUATION
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Summary:A facile and rapid method for the synthesis of novel imidazole and benzimidazole aromatic acyclic nucleosides is described. Synchronous N-alkylation of imidazole or benzimidazole and potassium aryloxide with methylene iodide in the presence of triethylamine and a catalytic amount of tetrabutylammonium bromide (TBAB) in dry acetonitrile or acetone gave moderate yields of the acycloaromatic nucleoside analogs. (C) 2002 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4020
DOI:10.1016/S0040-4020(02)01415-1