79388-23-1

Upstream product

• 3237-23-8 N-(2-furylmethylene)aniline 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 98-01-1 furfural 
• 62-53-3 aniline 
• 120474-86-4 (E)-N-furfurylideneaniline 
• 98-95-3 nitrobenzene 

Downstream Products

• 69187-09-3 4-Furan-2-yl-3,3-dimethyl-1-phenyl-azetidin-2-one 

Relevant academic research and scientific papers

Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes As Surfactant Molecules Which Enable Efficient Catalysis in ScCO2

Lewis acid catalysis in supercritical carbon dioxide (CO2) was investigated. While solubility of most organic materials is low in scCO 2, poly(ethylene glycol) derivatives or perfluoroalkylbenzenes were found to work as surfactants to dissolve organic materials in scCO2. In the presence of these molecules, Lewis acid catalyzed organic reactions such as aldol-, Mannich-, and Friedel-Crafts-type reactions proceeded smoothly in scCO2. Formation of emulsions was observed in these reactions, and the systems were studied in detail.

Sustainable synthetic methods: Domino construction of dihydropyridin-4-ones and β-amino esters in aqueous ethanol

(Chemical Equation Presented) Domino reactions were designed to allow the byproduct of an upstream reaction to be internally recycled to catalyze a downstream reaction in a one-pot tandem sequence. Nitroarene reduction by In0 generates an amine and InIII byproducts. Addition of aldehyde followed by Danishefsky's diene or silyl ketene acetal provides access to dihydropyridin-4-ones or β-amino esters, respectively, in yields that are comparable or superior to the reported stepwise reactions.

Mannich-type reaction catalyzed by silica-supported fluoroboric acid under solvent-free conditions

Three-component Mannich-type reaction of aldehydes, aromatic amines, and silyl enolate proceeded smoothly to afford β-amino carbonyl compounds with good yields in the presence of a catalytic amount of HBF4-SiO2. Copyright Taylor & Francis Group, LLC.

Solvent-free imino-aldol three-component couplings on a conveniently-prepared and reusable phosphoric acid-silica gel support

A new solvent-free procedure for the synthesis of β-amino carbonyl compounds in generally moderate to excellent yields has been developed. Three-component Mannich-type couplings between aldehydes (aromatic, aliphatic, alicyclic, and heterocyclic), aromatic amines and silyl enol equivalents proceeded smoothly on a conveniently prepared and reusable phosphoric acid-silica gel solid support.

Bronsted Acid-Catalyzed Mannich-Type Reactions in Aqueous Media

HBF4-catalyzed Mannich-type reaction of silyl enolates with aldimines took place smoothly in aqueous organic solvent to afford β-aminocarbonyl compounds in high yields. The HBF4-catalyzed Mannich-type reaction also proceeded smoothly

Lewis acid catalysis in a supercritical carbon dioxide (scCO2)-poly(ethylene glycol) derivatives (PEGs) system: Remarkable effect of PEGS as additives on reactivity of Ln(OTf)3-catalyzed Mannich and aldol reactions in scCO2

Use of poly(ethylene glycol) derivatives (PEGs) as additives in supercritical carbon dioxide (scCO2) was found to be effective for Mannich and aldol reactions of silyl enolates with aldehydes and imines, and formation of emulsions was observed in these systems.

One-pot Mannich-type reaction in water: HBF4 catalyzed condensation of aldehydes, amines, and silyl enolates for the synthesis of β-amino carbonyl compounds

HBF4 catalyzed Mannich-type reactions of aldehydes, amines, and silyl enolates took place smoothly in water in the presence of a surfactant to afford β-amino carbonyl compounds in high yields. Thieme Stuttgart.

Polymer scandium-catalyzed three-component reactions leading to diverse amino ketone, amino ester, and amino nitrile derivatives

In the presence of a polymer-supported scandium catalyst (PA-Sc-TAD), three-component reactions between aldeheydes, amines, and silylated nucleophiles proceeded smoothly to afford β-amino ketones, β-amino esters, and α-amino nitriles in high yields. These