Convenient Synthesis of 3-Methoxybenz[a]anthracene-7,12-dione

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Abstract

The regioselective synthesis of 3-methoxybenz[a]anthracene-7,12-dione by oxidative photocyclization is described. The synthesis involved preparation of 1-(1-bromo-2-naphthyl)-2-(3-methoxyphenyl)ethylene by Wittig reaction, followed by photocyclization for 4 h. This gave 7-bromo-3-methoxybenz[a]anthracene. Extended photocyclization over 16 h under similar conditions gave 3-methoxybenz[a]anthracene-7,12-dione, an important intermediate in the synthesis of 7,12-dimethylbenz[a]anthracene-3,4-diol 1,2-epoxide.

Original languageEnglish (US)
Pages (from-to)722-723
Number of pages2
JournalChemical Research in Toxicology
Volume7
Issue number6
DOIs
StatePublished - Nov 1 1994

All Science Journal Classification (ASJC) codes

  • Toxicology

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