Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
65304 | Journal of Molecular Catalysis A: Chemical | 2014 | 4 Pages |
•A green system for metal- and surfactant-free Mannich reactions was established.•5-Sulfosalicylic acid is superior recyclable water-soluble organocatalyst.•The catalytic Mannich reactions afforded β-amino ketones with excellent yields.•The catalyst can be recycled in water whereas the product isolated by filtration.•A new single crystal confirmed the anti-conguration of products.
A water-soluble Brønsted acid, 5-sulfosalicylic acid, efficiently catalyzed the direct three-component Mannich reactions of cyclohexanone and 3-pentanone in pure water. 21 Examples of Mannich reactions were presented, which afforded the corresponding β-amino ketones with up to 97% yield and decent diastereoselectivities. The acid catalyst can be recycled as an aqueous solution for at least six times and the yield of the Mannich product remained over 90%.
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