A general direct arylation of polyfluoroarenes with heteroaryl and aryl chlorides catalyzed by palladium indolylphosphine complexes.
The first general examples of direct coupling of heteroaryl chlorides, especially substituted 2-pyridyl chlorides which were previously found to be problematic, with electron-deficient polyfluoroarenes are reported. Pd(OAc)2 associated with 3-(dicyclohexylphosphino)-2-phenylindole L1 serves as the effective catalyst which allows the challenging direct coupling of heteroaryl chlorides and polyfluoroarenes. In addition to heterocycles, a wide range of non-activated and activated aryl chlorides and alkenyl chlorides were also applicable under this catalyst system. A catalyst loading down to 1 mol % Pd can be achieved.
['Yuen|On Ying|OY|', 'Charoensak|Mueangkaew|M|', 'So|Chau Ming|CM|', 'Kuhakarn|Chutima|C|', 'Kwong|Fuk Yee|FY|']
D002384:Catalysis D006845:Hydrocarbons, Fluorinated D015394:Molecular Structure D009942:Organometallic Compounds D010165:Palladium
polyfluoroarenes aryl chlorides palladium CH arylation phosphine