Montmorillonite K10 Clay:  An Efficient Catalyst for the One-Pot Stereoselective Synthesis of β-Acetamido Ketones

Abstract

An efficient one-pot three-component coupling process for the synthesis of beta-acetamido ketones catalyzed by montmorillonite K10 clay is described. The reaction is highly stereoselective and the catalyst can be recycled.

Perfluorinated resin-sulfonic acid (Nafion-H): an efficient, environment friendly and recyclable heterogeneous catalyst for the one-pot multicomponent synthesis of β-acetamido ketones

“…(140) 9 a Ratio of syn and anti isomers is estimated with 1 H NMR for methine proton (CHCO) based on coupling constants. b Isolated yields.…”

“…5,6 Synthetic strategies based on one-pot multicomponent reactions overriding the conventional linear type synthesis and considered as powerful tools in the modern drug discovery process. 7 Earlier reports on the synthesis of β-acetamido ketones through multi component reactions is mainly using catalysts like CoCl 2 , 8 montmorillonite K10 clay, 9 BiCl 3 , 10 silica sulphuric acid, 11,12 and solid acid Hβ-zeolite. 13 The interest is continuously growing in recent years on the use of eco-friendly and recyclable catalysts due to environmental legislations.…”

Efficient Synthesis of β-Acetamido Ketones by Silver(I) Triflate-Catalyzed Multicomponent Reactions

“…10 Recently, another new procedure for the formation of β-acetamido ketones through the MCRs of acetophenone, arylaldehyde, and acetyl chloride in acetonitrile has been developed. [11][12][13][14][15][16][17][18][19][20][21] This reaction has been extensively studied with the use of a variety of catalysts and reagents such as 20 and Amberlyst-15.…”

Silica Supported Tungstosilicic Acid as an Efficient and Reusable Catalyst for the One-Pot Synthesis of β-Acetamido Ketones via a Four-Component Condensation Reaction

“…30 Iqbal and coworkers reported the best known route for the synthesis of β-acetamido carbonyl compounds in the one-pot condensation of an aldehyde, an enolizable ketone, acetyl chloride, and acetonitrile catalyzed both CoCl2 31 and Montmorillonite K-10 clay. 32 A few catalysts have already been applied for the synthesis of β-acetamido ketones using this method, including Sn(II), 33 41 and Nafion-H. 42 The role of these acidic catalysts is activation of the carbonyl group of the aldehyde toward the addition of acetonitrile 43,44 or toward the attack of the enole of aryl ketone. 45 These methods are valuable but they suffer from different drawbacks such as hazardous reagents, high temperature, expensive catalysts, long reaction time, tedious workup and low yield.…”

“…32 A few catalysts have already been applied for the synthesis of β-acetamido ketones using this method, including Sn(II), 33 41 and Nafion-H. 42 The role of these acidic catalysts is activation of the carbonyl group of the aldehyde toward the addition of acetonitrile 43,44 or toward the attack of the enole of aryl ketone. 45 These methods are valuable but they suffer from different drawbacks such as hazardous reagents, high temperature, expensive catalysts, long reaction time, tedious workup and low yield. Hence, the development of a simple and new protocol with more efficiency is still in demand.…”