Pd/C-Catalyzed Suzuki-Miyaura Cross-Coupling of Aryl Chlorides in Water

Significance

The efficient ligandless Pd/C-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides with aryl boronic acids in water was achieved. The cross-coupling reaction of 4-acetylchlorobenzene and phenyl boronic acid was carried out in the presence of Pd/C, tetrabutylammonium bromide, and sodium hydroxide in water to give 4-acetyl-biphenyl in 99% yield. The catalyst was recovered by filtration and reused several times. The cross-coupling reaction of a wide range of aryl chlorides with aryl boronic acids was reported in good yields (15 examples: 53-99% yield).