Vanadyl Species Catalyzed 1,2-Oxidative Trifluoromethylation of Unactivated Olefins
Chien‐Tien Chen, Ya-Pei Chen, Bang-You Tsai, Yi‐Ya Liao, Yu-Cheng Su, Tsung‐Cheng Chen, Chia-Hao Lu, Ryoma Fujii, Kyohei Kawashima, Seiji Mori
Abstract
A catalytic protocol for “CF3”-radical type addition to terminal and β-substituted olefins with Togni’s reagent to deliver various α-trifluoromethylated ketones of biomedicinal interests was examined by a series of oxovanadium species under oxygen atmosphere at ambient temperature. Among six different V(O)X2 bearing (bi)pyridine, imidazole, and (bis)oxazoline ligands and five different oxidovanadium complexes derived from N-salicylidene tert-leucinate, and salen ligands examined, the complexes with 3,5-dibromo substituents and VO(OTf)2 with bisoxazoline type ligands led to the best results.
Topics & Concepts
CatalysisChemistryOxazolineReagentTrifluoromethylationImidazolePyridineMedicinal chemistryOxidative phosphorylationOxidizing agentOxygenCombinatorial chemistryOrganic chemistryTrifluoromethylAlkylBiochemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCarbon dioxide utilization in catalysis