An unusual arene side-chain chlorination with vanadium oxytrichloride

✍ Scribed by James Quick; R. Ramachandra

• Publisher: Elsevier Science
• Year: 1979
• Tongue: French
• Weight: 103 KB
• Volume: 20
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)93552-x

✦ Synopsis

has been utilized as a reagent for the intra-Vanadium oxytrichloride (VOC13) molecular oxidative coupling of phenols.' In some cases it also functions as an aryl chlorinating,'y2 or even a dealkylating-chlorinating,3 agent. We have now found that VOC13 can also be an arene side-chain chlorinating agent.

During an attempt at the intramolecular coupling of the ester l4 [VOC13, Q CH$12, CF3C02H-(CF$0)20, -78'+RT, then 3 hr reflux] a new compound, 2,4 was obtained in 70% yield. The structure of 2 was assigned from the NMR and mass spectra. In the mass spectrum the parent ion (m/e 485) isotope pattern indicated