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Synthesis of 13C2-benzo[a]pyrene and its 7,8-dihydrodiol and 7,8-dione implicated as carcinogenic metabolites

✍ Scribed by Chongzhao Ran; Daiwang Xu; Qing Dai; Trevor M. Penning; Ian A. Blair; Ronald G. Harvey

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 175 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.05.033

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✦ Synopsis

Synthesis of the 13 C 2 -labelled analogues of the carcinogenic polycyclic aromatic hydrocarbon benzo[a]pyrene and its active metabolites is 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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