Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF3O-Palladation Initiated by Pd(IV)

• DOI: 10.1021/jacs.7b11470
• Publication Date: 2018-01-05T16:13:24Z
• Authors: Chaohuang Chen; Yixin Luo; Liang Fu; Pinhong Chen; Yu Lan; Guosheng Liu
• Keywords: Oxidative addition

A novel palladium-catalyzed intermolecular ditrifluoromethoxylation of unactivated alkenes has been developed, using a new electrophilic reagent, SelectfluorCN, as strong oxidant, and AgOCF3 trifluoromethoxide source. Preliminary mechanistic studies revealed that the reaction was possibly initiated by Pd(IV) species, an unusual cis-addition CF3O-Pd(IV) into double bond leads to formation first C-OCF3 bond; in addition, second produced through reductive elimination at high-valent palladium center.