Solvent-Dependent Rhodium-Catalyzed Divergent Hydrofunctionalization of Trifluoromethylalkenes
Junhan Ma, Philippe Jubault, Samuel Couve‐Bonnaire, Li‐Wen Xu, Jean‐Philippe Bouillon
Abstract
We report a rhodium-catalyzed anti-Markovnikov regioselective hydrosilylation of trifluoromethylalkenes with substituted silanes giving various α-trifluoromethyl-β-silanes in good to excellent yields. The hydrogenation products were obtained via the same key intermediate treated with methanol as a protic solvent. Both transformations had a broad functional tolerance and were expected to facilitate the construction of complex α-trifluoromethyl compounds.
Topics & Concepts
SilanesChemistryHydrosilylationTrifluoromethylRegioselectivityRhodiumMarkovnikov's ruleCatalysisSolventOrganic chemistryMethanolCombinatorial chemistryMedicinal chemistrySilaneAlkylFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods