79388-23-1Relevant articles and documents
Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes As Surfactant Molecules Which Enable Efficient Catalysis in ScCO2
Komoto, Ichiro,Kobayashi, Shu
, p. 680 - 688 (2004)
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
Alaimo, Peter J.,O'Brien III, Robert,Johnson, Adam W.,Slauson, Sarah R.,O'Brien, Jeannette M.,Tyson, Elizabeth L.,Marshall, Amanda-Lynn,Ottinger, Colleen E.,Chacon, Jon G.,Wallace, Lorien,Paulino, Corey Y.,Connell, Sarah
supporting information; experimental part, p. 5111 - 5114 (2009/05/30)
(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.
Bronsted Acid-Catalyzed Mannich-Type Reactions in Aqueous Media
Akiyama, Takahiko,Takaya, Jim,Kagoshima, Hirotaka
, p. 338 - 347 (2007/10/03)
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