Melamine Trisulfonic Acid as a Highly Efficient and Reusable Catalyst for the Synthesis of β-Acetamido Ketones

Abdolkarim Zare

doi:10.1155/2012/173197

Abstract

A highly efficient protocol for the one-pot multi-component condensation of acetophenones with aromatic aldehydes, acetonitrile and acetyl chloride in the presence of melamine trisulfonic acid (MTSA) as a highly efficient and recyclable sulfonic acid-containing catalyst at room temperature is described. In this method, β-acetamido ketone derivatives are obtained in high to excellent yields and in relatively short reaction times.

Highlights

Introduction βAcetamido ketones are useful building blocks for a number of biologically and pharmaceutically valuable compounds[1,2,3,4,5,6,7]
We report a new, highly efficient and simple method for the synthesis of βacetamido ketones via the one-pot multi-component condensation between acetophenones, arylaldehydes, acetonitrile and acetyl chloride using melamine trisulfonic acid (MTSA) as an inexpensive and reusable SO3H-containing catalyst at room temperature (Scheme 1)
General procedure for the synthesis of β-acetamido ketones To a mixture of acetophenone (1 mmol), aldehyde (1 mmol), acetonitrile (3 mL) and acetyl chloride (0.3 mL) in a 10 mL round-bottomed flask, was added MTSA (0.018 g, 0.05 mmol), and the resulting mixture was stirred at room temperature

Summary

Introduction

Introduction βAcetamido ketones are useful building blocks for a number of biologically and pharmaceutically valuable compounds[1,2,3,4,5,6,7]. The one-pot multi-component condensation of acetophenones with aromatic aldehydes, acetonitrile and acetyl chloride has been used as a most common synthetic route towards β-acetamido ketones.

Results

Conclusion