Synthesis Of Β-acetamido Ketones Research Articles

Catalytic application of a novel melamine–naphthalene-1,3-disulfonic acid metal–organic framework in the synthesis of β-acetamido ketones

We synthesized a porous multifunctional metal–organic-framework (MOF) [UiO-66-Mel-NHC10H5(SO3H)2] based on zirconium by post-synthetic modification of UiO-66-NH2.

TBAHS Catalyzed Synthesis ofβ-Acetamido Ketones/Esters

An alternative synthesis of amidoalkyl naphthols, employing a four-component reaction of aryl aldehydes, enolisable ketones, acetyl chloride and acetonitrile to form the corresponding β-acetylamino ketones at room temperature in the presence of a catalytic amount of tetrabutyl ammonium hydrogen sulphate (TBAHS) has been described. The present procedure offers advantages such as shorter reaction time, simple workup with excellent yields. This simple procedure combined with the easy recovery and reuse of the catalyst makes this method economic, benign and a greener chemical process for the synthesis of β-acetamido ketones.

Poly(4-vinylpyridine)-Supported Dual Acidic Ionic Liquid: A Novel Heterogeneous Catalyst for the Synthesis of β-Acetamido Ketones

A supported dual acidic ionic liquid catalyst was easily prepared from its starting materials and used as an environmentally friendly heterogeneous catalytic system for the synthesis of β-acetamido ketones from the four-component condensation of an aromatic aldehyde with acetophenone, acetyl chloride, and acetonitrile at room temperature. This catalyst was also applied as an efficient catalyst for the synthesis of α-aminophosphonates. The catalyst favorably combines the properties of ionic liquids and advantages of solid supports and is recoverable without loss in its catalytic activity.

Efficient synthesis of β-acetamido ketones using BF3/Et2O: a fertile approach toward avoiding usage of acetyl chloride

A simple and efficient one pot synthesis of β-acetamido ketones from reaction of aldehydes, enolizable ketones, alkyl/aryl nitriles, and BF3/Et2O catalyst under microwave irradiations is described. This method allows synthesis of β-acetamido ketones without using corrosive and hazardous acetyl chloride. It is applicable for diversified aldehydes and active methylene ketones supported by synthesizing varieties of β-acetamido ketones. As per literature, majority of synthetic methods of β-acetamido ketones are restricted to use of acetonitrile lonely, as a nitrile component. This method is found to be equally effective for range of nitriles, also. Key features of reported method are simple reaction protocol, better yields, shorter reaction time, and nonhazardous reaction conditions which support the “Green Chemistry approach.”

KAl (SO4)2.12H2O or KHSO4: Efficient and Inexpensive Catalysts for the One-Pot Synthesis of β-Acetamido Ketones by Dakin–West Reaction

Aromatic aldehydes were reacted in a vessel with enolizable ketones, acetonitrile, and acetyl chloride at ambient temperature in the presence of KAl(SO4)2.12H2O to furnish the corresponding β-acetamido ketones in excellent yields. KHSO4 has also been used as another catalyst for this reaction at room temperature. Key features of this methodology are operational simplicity, mild reaction conditions, and excellent yields.

Efficient Synthesis of β‐Acetamido Ketones and Esters Using Aluminum Chloride as an Inexpensive and Green Catalyst

AbstractAluminum chloride (AlCl3) efficiently catalyzes one‐pot multicomponent condensation of enolizable ketones or alkyl acetoacetates with aldehydes, acetonitrile and acetyl chloride to afford β‐acetamido ketone or ester derivatives in high to excellent yields and in relatively short reaction times. Moreover, by this synthetic method, some novel β‐acetamido ketones and esters (i.e. one complex structure) are prepared.

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

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.

Simple and New Method for the Synthesis of β-Acetamido Ketones on a Solid Surface

Borax/POCl3(BPO) was found to be an efficient reagent for the preparation of various β-acetamido ketones by a one-pot reaction of aryl aldehydes, enolisable ketones, acetyl chloride, and acetonitrile in a solvent-free medium. The present methodology offers several advantages, such as a cheaper process, good to excellent yields, simple procedure, short reaction times, and easy workup.

Cerium(IV) sulfate catalyzed simple and convenient synthesis of β-acetamidocarbonyl compounds

A simple and convenient protocol for the synthesis of β-acetamido ketones has been described by one-pot three-component reaction of aromatic aldehydes and enolizable ketones or β-keto esters and acetonitrile using cerium(IV) sulfate as a catalyst. The present methodology offers several advantages such as excellent yields, non hazardous reaction condition and short reaction times.

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

Multi component condensation of an aryl aldehyde, acetyl chloride, acetonitrile and enolisable ketone in presence of Nafion-H, as an efficient, environment friendly heterogenous and recyclable catalyst for the one-pot synthesis of β-acetamido ketones in high yields is described.

Sulfamic acid as a cost-effective catalyst instead of metal-containing acids for the one-pot synthesis of β-acetamido ketones

An efficient and improved procedure for the synthesis of β-acetamido carbonyl compounds is developed using sulfamic acid (SA) as a reusable, green catalyst at room temperature.

PCC/SiO2—H2SO4: A Convenient System for in situ Oxidative β‐Acetamidoketone Formation from Aromatic Alcohols and Silyl Ethers.

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Iodine as an Efficient Catalyst for One-Pot Multicomponent Synthesis of β-Acetamido Ketones

Iodine efficiently catalyzes the three-component coupling of aromatic aldehydes, enolizable ketones or keto esters, and acetonitrile in the presence of acetyl chloride to afford β-acetamido ketones in good yields at room temperature.

5567757 Low specific gravity binder for magnets : Szczepanski Thomas R North Royalton, OH, United States assigned to RJF International Corporation

In this work, the efficiency, generality and applicability of novel Brønsted acidic ionic liquid triethylamine-bonded sulfonic acid {[Et3N–SO3H]Cl, N,N-diethyl-N-sulfoethanammonium chloride} as homogeneous and green catalyst for organic transformations under various conditions are studied. Herein, the following one-pot multi-component reactions in the presence of {[Et3N–SO3H]Cl are investigated: (i) the synthesis of β-acetamido ketones from acetophenones, aldehydes, acetonitrile and acetyl chloride in solution and under extremely mild conditions (room temperature), (ii) the preparation of 1,8-dioxo-octahydroxanthenes from dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) and aldehydes (1 equiv.) under solvent-free conditions at moderate temperature (80 °C), and (iii) the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes from β-naphthol (2 equiv.) and aldehydes (1 equiv.) in harsh conditions (120 °C) in the absence of solvent. High yields, relatively short reaction times, efficiency, generality, clean process, simple methodology, low cost, easy work-up, ease of preparation and regeneration of the catalyst and green conditions (in the synthesis of the xanthene derivatives) are advantages of the application of [Et3N–SO3H]Cl as catalyst in the above organic reactions. This work is the first report of the ionic liquid.