1-oxo-2,2,6,6-tetramethyl-4-chloropiperidinium perchlorate. A new facile oxidant for phenol coupling
- 1 June 1992
- journal article
- Published by Springer Nature in Research on Chemical Intermediates
- Vol. 17 (2) , 137-143
- https://doi.org/10.1163/156856792x00100
Abstract
The title compound (1) oxidizes 2,6-di-tert-butylphenol (2), 2,6-di-tert-butyl-4-methylphenol (3), 2,6-di-tert-butyl-4-(dipnenylmethyl)phenol (4), and p-naphthol (5), to quinones in good yield under mild conditions in acetonitrile. For unsubstituted phenols the reaction takes place in two ways, phenol (6) is oxidized to quinhydrone (7), while the oxidation products of the phenols, α-naphthol, catechol and 2,4-dihydroxyl-naphthol were only polymers.Keywords
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