4‐ and 5‐trifluoromethylimidazoles. Novel cyclization of trifluoroacetylated aldehyde dimethylhydrazones

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<jats:title>Abstract</jats:title><jats:p>Thermally induced cyclization reaction of trifluoroacetylated arylaldehyde dimethylhydrazones <jats:bold>1</jats:bold> in refluxing toluene afforded 1‐methyl<jats:bold>‐4</jats:bold>‐aryl<jats:bold>‐5</jats:bold>‐trifluoromethylimidazoles <jats:bold>2</jats:bold> in good yields. In contrast thermal cyclization of <jats:bold>1</jats:bold> in the presence of silica gel gave regioisomeric 1‐methyl<jats:bold>‐4</jats:bold>‐trifluoromethyl<jats:bold>‐5</jats:bold>‐aryl‐imidazoles <jats:bold>5</jats:bold> as major products. These reactions could be extended to the syntheses of related several 1,4,5‐trisubstituted imidazoles.</jats:p>

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