Phosphine-free cross-coupling reaction of arylboronic acids with carboxylic anhydrides or acyl chlorides in aqueous media.
The palladium acetate-catalyzed coupling reaction of aryl boronic acid with carboxylic anhydride or acyl chloride was carried out smoothly in water in the presence of poly(ethylene glycol) (PEG) or 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]) to give high yields of ketones without the use of phosphine ligands. The Pd(OAc)2-H2O-[bmim][PF6] catalytic system can be recovered and reused eight times with high efficiency for both carboxylic anhydride and acyl chloride.
Xin
Bingwei
B
Department of Chemistry, Zhejiang University, Hangzhou 310027, P.R. China.
Zhang
Yuhong
Y
Cheng
Kai
K
D000812:Anhydrides / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D010720:Phosphines / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry
D000812:Anhydrides; D001897:Boronic Acids; D002264:Carboxylic Acids; D002712:Chlorides; D006846:Hydrocarbons, Halogenated; D007659:Ketones; D009942:Organometallic Compounds; D010720:Phosphines; D011092:Polyethylene Glycols; D010165:Palladium; C044646:phosphine