A surprisingly mild and versatile method for palladium-catalyzed Suzuki cross-couplings of aryl chlorides in the presence of a triarylphosphine.
In the presence of new air-stable triarylphosphine 2, palladium-catalyzed Suzuki reactions of a wide array of aryl chlorides can be accomplished in uniformly good yield, including couplings of very sterically demanding and electronically deactivated substrates; activated aryl chlorides can be coupled at room temperature. In terms of scope and mildness, Pd-2 compares well with other catalyst systems that have been described for Suzuki reactions of aryl chlorides, thereby establishing that triarylphosphines should be regarded as fertile ground for future ligand-design efforts for palladium-catalyzed couplings of aryl chlorides.
Liu
S Y
SY
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Choi
M J
MJ
Fu
G C
GC
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*
D001643:Bridged Bicyclo Compounds; D006841:Hydrocarbons, Aromatic; D006843:Hydrocarbons, Chlorinated; D010720:Phosphines; D010165:Palladium