One-pot synthesis of highly diversified tetrahydropyridines by tandem condensation of aldehydes, amines, and β-ketoesters

Silica-supported boron trifluoride (BF3·SiO2) was used as an efficient and reusable catalyst for the synthesis of highly diversified tetrahydropyridines by one-pot multicomponent reactions of amines and aldehydes with β-ketoester. This method proceeds through the intermolecular Mannich reaction followed by intramolecular Mannich reaction. The observed hydrogen bonding interaction was studied in detail with single crystal X-ray diffraction analysis and Etter’s graph. Finally, this method has the advantage of easy work-up, convenient, relatively short reaction times and the products were isolated with high yields.

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