Silver-Catalyzed Three-Component Route to Trifluoromethylated 1,2,3-Triazolines Using Aldehydes, Amines, and
Anuj Kumar, Shakir Ahamad1, Ruchir Kant
1Academy of Scientific and Innovative Research , New Delhi 110001 , India.
Abstract:
A novel silver-catalyzed domino three-component synthetic route to trifluoromethyl-substituted 1,2,3-triazolines has been realized by employing 2,2,2-trifluorodiazoethane as a 1,3-dipole for the cycloaddition reaction with the Schiff base formed from aldehydes and amines. This step and atom-economic protocol requires only a very low catalyst loading (3 mol %), displays a broad substrate scope with good functional group tolerance, and provides good to excellent yields with high diastereoselectivities.
More Related Videos
07:23Fabrication of Thin Film Silver/Silver Chloride Electrodes with Finely Controlled Single Layer Silver Chloride
Published on: July 1, 2020
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
Related Concept Videos
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.
Aldehydes and Ketones with Amines: Enamine Formation Mechanism
Aldehydes and Ketones with Amines: Imine Formation Mechanism
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
