Palladium‐Catalyzed Cascade CH Trifluoroethylation of Aryl Iodides and Heck Reaction: Efficient Synthesis of ortho‐Trifluoroethylstyrenes |
| |
Authors: | Hao Zhang Dr Pinhong Chen Prof?Dr Guosheng Liu |
| |
Institution: | State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China) |
| |
Abstract: | A palladium‐catalyzed selective C? H bond trifluoroethylation of aryl iodides has been explored. The reaction allows for the efficient synthesis of a variety of ortho‐trifluoroethyl‐substituted styrenes. Preliminary mechanistic studies indicate that the reaction might involve a key PdIV intermediate, which is generated through the rate‐determining oxidative addition of CF3CH2I to a palladacycle; the bulky nature of CF3CH2I influences the reactivity. Reductive elimination from the PdIV complex then leads to the formation of the aryl–CH2CF3 bond. |
| |
Keywords: | aryl iodides C H activation fluorine palladium trifluoroethylation |
|