N-Arylimidazole synthesis by cross-cycloaddition of isocyanides using a novel catalytic system |
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Authors: | Marc-André Bonin |
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Affiliation: | Department of Chemistry, Université du Québec à Montréal, PO Box 8888, Suc. Centre-Ville, Montréal, QC H3C 3P8, Canada |
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Abstract: | A direct catalytic synthesis of N-arylimidazoles starting from the corresponding N-arylformamides and N-formylglycine esters is described. Application to different aryl substituted electron-withdrawing and -donating groups provided the analogous heterocyclic compounds in very high yields. The use of copper(I) oxide/proline catalysts allowed the reactions to proceed at room temperature. The first synthesis of N-arylimidazole bearing carbohydrate moieties is also described. |
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