Bauer U, Amaro A R, Robertson L W
Graduate Center for Toxicology, University of Kentucky, Lexington 40506-0054, USA.
Chem Res Toxicol. 1995 Jan-Feb;8(1):92-5. doi: 10.1021/tx00043a012.
A general and high-yielding synthetic route is presented by which a variety of chlorinated dihydroxybiphenyl metabolites may be synthesized. These synthetic standards will permit the investigation of novel pathways of polychlorinated biphenyl activation. The biphenyldiols were synthesized via palladium-catalyzed cross-coupling of dimethoxyphenylboronic acids with aryl bromides in the presence of a base. The formed dimethoxybiphenyls were demethylated using boron tribromide to yield the chlorinated dihydroxybiphenyls. These compounds were characterized by IR, NMR, and GC/MS.
本文提出了一种通用且高产的合成路线，通过该路线可以合成多种氯化二羟基联苯代谢物。这些合成标准品将有助于研究多氯联苯活化的新途径。联苯二醇是在碱存在下，通过钯催化的二甲氧基苯基硼酸与芳基溴的交叉偶联反应合成的。使用三溴化硼对生成的二甲氧基联苯进行脱甲基反应，以得到氯化二羟基联苯。这些化合物通过红外光谱、核磁共振和气相色谱/质谱进行了表征。
