Synthesis of hydroxylated PCB metabolites with the Suzuki-coupling.
An improved synthesis of hydroxylated polychlorinated biphenyls (PCBs) which are structurally related to the major hydroxy PCB congeners identified in human plasma is described. The coupling of (chlorinated) aryl boronic acids with bromochloro anisoles using the standard conditions of the Suzuki coupling gave the desired hydroxylated PCB metabolites in good to excellent yields. The approach offers the advantage of high selectivity and good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials.
Lehmler
H J
HJ
Graduate Center for Toxicology, Chandler Medical Center, University of Kentucky, Lexington 40536-0305, USA.
Robertson
L W
LW
D000840:Anisoles / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D004785:Environmental Pollutants / Q000032:analysis*; D006900:Hydroxylation; D011078:Polychlorinated Biphenyls / Q000138:chemical synthesis* / Q000737:chemistry
D000840:Anisoles; D001897:Boronic Acids; D004785:Environmental Pollutants; D011078:Polychlorinated Biphenyls