Thallium in organic synthesis. XLII. Direct oxidation of 4-substituted phenols to 4, 4-disubstituted cyclohexa-2, 5-dienones using thallium (III) nitrate
A McKillop, DH Perry, M Edwards, S Antus…
Index: McKillop,A. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 282 - 287
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Citation Number: 145
Abstract
Discussion Treatment of hydroquinone with 1 equiv of TTN in methanol resulted in almost instantaneous oxidation to give p-benzoquinone in 78% yield. 2-tert-Butyl-, 2, 5-ditert-butyl-, 2-methyl-, and 2, 3, 5-trimethylhydroquinone reacted analogously and the corresponding p- benzoquinones were isolated in 88, 96, 89, and 98% yield, respectively. Oxidation of a number of 2, 6-disubstituted phenols with 2 equiv of TTN in methanol also proceeded ...
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