One-Pot Synthesis ofβ-Acetamido Ketones Using Boric Acid at Room Temperature

Zahed Karimi-Jaberi,Korosh Mohammadi

doi:10.1100/2012/925617

Zahed Karimi-Jaberi, Korosh Mohammadi

Open Access

https://doi.org/10.1100/2012/925617

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Journal: TheScientificWorldJournal	Publication Date: Jan 1, 2012
Citations: 22	License type: CC BY 3.0

Affiliation: Islamic Azad University, Tehran

Abstract

β-acetamido ketones were synthesized in excellent yields through one-pot condensation reaction of aldehydes, acetophenones, acetyl chloride, and acetonitrile in the presence of boric acid as a solid heterogeneous catalyst at room temperature. It is the first successful report of boric acid that has been used as solid acid catalyst for the preparation of β-acetamido ketones. The remarkable advantages offered by this method are green catalyst, mild reaction conditions, simple procedure, short reaction times, and good-to-excellent yields of products.

Highlights

During the last few years, multicomponent reactions (MCRs) have proved to be remarkably successful in generating molecular complexity in a single synthetic operation
Bhatia et al proposed another procedure for the formation of these compounds through the condensation of an aryl aldehyde, acetophenone, and acetyl chloride in acetonitrile in the presence of CoCl2 [7] or montmorillonite K-10 clay [8]
Following our systematic studies directed toward the development of practical, safe, and environmentally friendly procedures for several important organic transformations [16,17,18,19], we describe an efficient method for the synthesis of β-acetamido ketones through the condensation of an aryl aldehyde, an acetophenone, acetyl chloride, and acetonitrile in the presence of boric acid at room temperature

Summary

Introduction

During the last few years, multicomponent reactions (MCRs) have proved to be remarkably successful in generating molecular complexity in a single synthetic operation. Bhatia et al proposed another procedure for the formation of these compounds through the condensation of an aryl aldehyde, acetophenone, and acetyl chloride in acetonitrile in the presence of CoCl2 [7] or montmorillonite K-10 clay [8] Other catalysts such as heteropolyacids [9], HClO4-SiO2 [10], CeCl3 [11], ZnO [12], cyanuric chloride [13], Amberlyst-15 [14], and POCl3/Borax [15] have been used. Following our systematic studies directed toward the development of practical, safe, and environmentally friendly procedures for several important organic transformations [16,17,18,19], we describe an efficient method for the synthesis of β-acetamido ketones through the condensation of an aryl aldehyde, an acetophenone, acetyl chloride, and acetonitrile in the presence of boric acid at room temperature

Results and Discussion

Conclusions

Experimental

Spectral Data for Selected Products