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Synthesis of potentially carcinogenic higher oxidized metabolites of dibenz(a,j)anthracene and benzo(c)chrysene
- Source :
- Journal of Organic Chemistry. Nov 13, 1998, Vol. 63 Issue 23, p8118, 7 p.
- Publication Year :
- 1998
-
Abstract
- The terminal ring bis(dihydrodiol) derivatives of dibenz(a,j)anthracene and benzo(c)chrysene, as well as a number of higher oxidized derivatives of dibenz(a,j)anthracene, were conveniently synthesized. A key step of the synthetic route is double oxidative photocyclization of tetramethoxy-substituted diolefins. An alternative synthesis, which involves the reaction of the lithium salt of 1,4-dimethoxy-1,4-cyclohexadiene with 1,3-bis(iodoethyl)benzene to afford a bis-alkylated diketone which goes through cyclization to 3,11-diketododecahydrodibenz(a,j)anthracene, produced several higher oxidized derivatives of dibenz(a,j)anthracene.
Details
- ISSN :
- 00223263
- Volume :
- 63
- Issue :
- 23
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.53414357