Trifluoromethylated Pyrazoles via Sequential (3 + 2)-Cycloaddition of Fluorinated Nitrile Imines with Chalcones and Solvent-Dependent Deacylative Oxidation Reactions
Anna Kowalczyk, Greta Utecht‐Jarzyńska, Grzegorz Mlostoń, Marcin Jasiński
Abstract
-configured 5-acyl-pyrazolines in a fully regio- and diastereoselective manner. Initially formed cycloadducts were aromatized by treatment with manganese dioxide. Depending on the solvent used, the oxidation step either led to fully substituted pyrazoles (DMSO) or proceeded via a deacylative pathway to afford 1,3,4-trisubstituted derivatives (hexane) with excellent selectivity.
Topics & Concepts
ChemistryCycloadditionNitrileSolventManganeseHexaneCombinatorial chemistrySelectivityPyrazoleOrganic chemistryCatalysisFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsSynthesis and Biological Evaluation