Synthesis of (13)C(2)-Benzo[a]pyrene and its 7,8-Dihydrodiol and 7,8-Dione Implicated as Carcinogenic Metabolites

合成(13)C(2)-苯并[a]芘及其7,8-二氢二醇和7,8-二酮,这些代谢物被认为是致癌物

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Abstract

Synthesis of the (13)C(2)-labelled analogues of the carcinogenic polycyclic aromatic hydrocarbon benzo[a]pyrene and its active metabolites are described. The method entails Pd-catalyzed Suzuki-Miyaura coupling of a naphthalene boronic acid with 2-bromobenzene-1,3-dialdehyde followed by Wittig reaction of the product with (13)CH(2)=PPh(3).

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