1150561-10-6Relevant articles and documents
Reaction of indoles with aromatic fluoromethyl ketones: An efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K2CO3/n-Bu4PBr in water
Pillaiyar, Thanigaimalai,Sedaghati, Masoud,Schnakenburg, Gregor
supporting information, p. 778 - 7490 (2020/05/18)
A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K2CO3 (15 mol %) and n-Bu4PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol.
Asymmetric Arylation of 2,2,2-Trifluoroacetophenones Catalyzed by Chiral Electrostatically-Enhanced Phosphoric Acids
Ma, Jie,Kass, Steven R.
supporting information, p. 2689 - 2692 (2018/05/22)
A series of highly reactive metal-free chiral phosphoric acids possessing positively charged phosphonium ion substituents are reported and have been applied to Friedel-Crafts alkylations of indoles and 2,2,2-trifluoromethyl aryl ketones. These catalysts a
High-Pressure-Mediated Asymmetric Organocatalytic Hydroxyalkylation of Indoles with Trifluoromethyl Ketones
Kasztelan, Adrian,Biedrzycki, Micha?,Kwiatkowski, Piotr
supporting information, p. 2962 - 2969 (2016/09/16)
An enantioselective hydroxyalkylation of indoles and 7-azaindole with trifluoromethyl ketones was found to be effectively promoted under high-pressure conditions with a low loading of Cinchona alkaloids (e.g., 1–3 mol% of cinchonidine). Chiral tertiary alcohols containing a trifluoromethyl group were obtained at 9 kbar with good yield and enantioselectivity up to 89%, whereas usually merely traces of products were detected at atmospheric pressure. (Figure presented.).
Efficient guanidine-catalyzed alkylation of indoles with fluoromethyl ketones in the presence of water
Bandini, Marco,Sinisi, Riccardo
supporting information; experimental part, p. 2093 - 2096 (2009/09/30)
A simple and efficient guanidine-catalyzed methodology for the direct preparation of trifluoromethyl-indolyl-phenylethanols in the presence of water is reported. This synthetically viable class of compounds is obtained in excellent yields (up to 98%) thro