Stereoselective Synthesis of β-Amino Ketones via Direct Mannich-Type Reaction Catalyzed with

Abstract

At room temperature, and efficiently catalyze the direct Mannich-type reaction of varieties of in situ–generated aldimines using aldehydes and anilines with ketones in a three-component reaction under solvent-free conditions. The reaction proceeds rapidly and affords the corresponding β-amino ketones in good to high yields with good to excellent stereoselectivity. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.

Keywords:

• β-Amino ketones
• Mannich reaction
• nano-TiO₂
• SO₄ ²⁻/TiO₂

Notes

^a Main product was imine.

^b Catalyst was used over three runs.

^a Yields refer to isolated products.

^b Diastereomeric ratio measured by ¹HNMR spectroscopy analysis of the crude reaction mixture.

^a Yields refer to isolated products.

^b Diastereomeric ratio measured by ¹H-NMR spectroscopy analysis of the crude reaction mixture.

Additional information

Notes on contributors

Masoud Samet

Mr. Masoud Samet is M.Sc. student.