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Highly Efficient Brønsted Acidic Ionic Liquid Promoted Direct Diazenylation of Pyrazolones with Aryltriazenes under Mild Conditions

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We report the first Bronsted acidic ionic liquid (IL) promoted reaction of 5-pyrazolones with aryltriazenes to prepare arylazopyrazolones. The reaction was carried out with the aryltriazenes as diazotizing agents, water… Click to show full abstract

We report the first Bronsted acidic ionic liquid (IL) promoted reaction of 5-pyrazolones with aryltriazenes to prepare arylazopyrazolones. The reaction was carried out with the aryltriazenes as diazotizing agents, water as the solvent, and the ionic liquid as the promoter at room temperature under air and metal-free conditions. The desired products were obtained in good to excellent yields. Notably, a gram-scale experiment and a late-stage diazenylation reaction of a pharmaceutical derivative also furnished the desired products under mild conditions.

Keywords: ionic liquid; mild conditions; pyrazolones aryltriazenes; liquid; liquid promoted; acidic ionic

Journal Title: Asian Journal of Organic Chemistry
Year Published: 2017

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