Silica-Supported Perchloric Acid (HClO₄-SiO₂): An Efficient Catalyst for the Preparation of β-Amido Carbonyl Compounds Using Multicomponent Reactions

Abstract

A new, one-pot, efficient, three-component condensation of benzaldehyde derivatives, enolizable ketones, acetyl chloride, and acetonitrile or benzonitrile in the presence of silica-supported perchloric acid as an effective catalyst for the synthesis of β-amido carbonyl compounds is described. The present methodology offers several advantages, such as good yields, short reaction times, and simple workup procedure.

Keywords:

• β-Amido carbonyl compounds
• diastereoselectivity
• heterogeneous catalyst
• multicomponent reaction
• silica-supported perchloric acid

ACKNOWLEDGMENTS

We are thankful to the Sistan and Baluchestan University Research Council for partial support of this work.

Notes

^a Isolated products.

^a Yields refer to the pure isolated products. All known products have been reported previously in the literature and were characterized by comparison of IR and NMR spectra with authentic samples.^[ 6-26 ^]

^a Yields are reported after aqueous workup.

^b Ratio obtained from ¹H NMR of the crude reaction mixture. All syn and anti diastereomers have been reported previously in the literature, thus we compared ¹H NMR spectra with authentic samples.^[ 6-8 ^{, 23 ]}