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Facile benzene ring contraction to cyclopentene derivatives during the copper promoted oxidation of phenol with dioxygen

✍ Scribed by Maurizio Lanfranchi; Laura Prati; Michele Rossi; Antonio Tiripicchio


Book ID
103997496
Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
540 KB
Volume
101
Category
Article
ISSN
1381-1169

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✦ Synopsis


The oxidation of phenol with dioxygen in the presence of copper metal, primary alcohols and pyridine, under mild conditions, produces new compounds deriving from the aromatic ring contraction (alkyl I-hydroxy-2-oxo-4,.5,5-trialkoxycyclopent-3-ene-I-carboxylate 2) which were characterized by 'H and13C-NMR. In particular an X-ray study of the methyl derivative is reported.