Regioselective halogenation of biphenyls for preparation of valuable polyhydroxylated biphenyls and diquinones

Electron-rich biphenyls were selectively oxyfunctionalised through a halogenation–methoxylation sequence. The obtained biphenyl methyl ethers were then oxidised to the corresponding quinones. This strategy transforms commercially available biphenyls into both natural and bioactive oxidised compounds...

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Bibliographic Details
Published in:Tetrahedron 2006-01, Vol.62 (4), p.635-639
Main Authors: Bovicelli, Paolo, Antonioletti, Roberto, Onori, Antonella, Delogu, Giovanna, Fabbri, Davide, Dettori, Maria Antonietta
Format: Article
Language:English
Subjects:
Biphenoquinones
Dimethyldioxirane
Halogenation
Hydroxylated biphenyls
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Summary:Electron-rich biphenyls were selectively oxyfunctionalised through a halogenation–methoxylation sequence. The obtained biphenyl methyl ethers were then oxidised to the corresponding quinones. This strategy transforms commercially available biphenyls into both natural and bioactive oxidised compounds. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.10.009