Microwave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library

A library of oxazoles is synthesised using parallel synthetic methodology. A 2-substituted-5-aminooxazole-4-carbonitrile library has been synthesised and modified via microwave-mediated and flow chemistries. One synthesised compound, 5-(1H-pyrrol-1-yl)-4-(1H-tetrazol-5-yl)-2-(thien-2-yl)oxazole, con...

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Bibliographic Details
Published inTetrahedron letters Vol. 53; no. 13; pp. 1656 - 1659
Main Authors Spencer, John, Patel, Hiren, Amin, Jahangir, Callear, Samantha K., Coles, Simon J., Deadman, John J., Furman, Christophe, Mansouri, Roxane, Chavatte, Philippe, Millet, Régis
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 28.03.2012
Elsevier
Subjects
Chemistry
Chemistry, Organic
Flow chemistry
Libraries
Microwave-assisted synthesis
Oxazole
Oxazoles
Parallel synthesis
Physical Sciences
Receptors
Science & Technology
Synthesis (chemistry)
Tetrahedrons
Parallel synthesis
Oxazoles
Flow chemistry
Microwave-assisted synthesis
REDUCTASE INHIBITORS
HALIDES
TETRAZOLES
DIRECT ARYLATION
MO(CO)
COMPLEXES
ARYL BROMIDES
IRRADIATION
PRESSURE
CATALYZED AMINATION
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Summary:A library of oxazoles is synthesised using parallel synthetic methodology. A 2-substituted-5-aminooxazole-4-carbonitrile library has been synthesised and modified via microwave-mediated and flow chemistries. One synthesised compound, 5-(1H-pyrrol-1-yl)-4-(1H-tetrazol-5-yl)-2-(thien-2-yl)oxazole, contains three distinct heterocycles attached to the central oxazole core, highlighting the structural diversity of this approach. Three oxazoles had micromolar ki values against cannabinoid (CB1/CB2) receptors.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.01.081