Conversion of reducing carbohydrates into hydrophilic substituted imidazoles

Brust, Andreas and Cuny, Eckehard (2013) Conversion of reducing carbohydrates into hydrophilic substituted imidazoles. Green Chemistry, 15 10: 2993-2998. doi:10.1039/c3gc41203b

Author Brust, Andreas
Cuny, Eckehard
Title Conversion of reducing carbohydrates into hydrophilic substituted imidazoles
Journal name Green Chemistry   Check publisher's open access policy
ISSN 1463-9262
Publication date 2013-10-01
Year available 2013
Sub-type Article (original research)
DOI 10.1039/c3gc41203b
Open Access Status Not Open Access
Volume 15
Issue 10
Start page 2993
End page 2998
Total pages 6
Place of publication Cambridge, United Kingdom
Publisher RSC Publications
Language eng
Abstract Carbohydrates, as cheap mass-products, promise to be outstanding candidates as sustainable raw materials. To achieve the goal of carbohydrate utilisation as industry raw materials, environmental low impact conversions from sugars to high value products are needed. Here we present the conversion of reducing sugars into imidazole heterocycles. Imidazole formation was achieved by a one-pot conversion of reducing mono and disaccharides with amidines in a melt of ammonium carbonate. A range of disaccharides were converted into different 2-substituted imidazoles carrying a varying glycosylation pattern on the 4-tetrahydroxy butyl side chain. All conversions were performed without the need of protecting groups, using benign reagents and solvents.
Keyword Building blocks
Raw materials
Sphingosine-1-phosphate lyase
Functionalized pyrazoles
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
Institute for Molecular Bioscience - Publications
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Citation counts: TR Web of Science Citation Count  Cited 5 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 6 times in Scopus Article | Citations
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