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2005
Naphthols
Q 0850
09- 087
Semiconductor-Mediated Oxidative Dimerization of 1-Naphthols with Dioxygen
and O-Demethylation of the Enol-Ethers by SnO2 Without Dioxygen. —
SnO2, ZrO2, and activated charcoal are found to be efficient catalysts for the oxidative
dimerization of some 1-naphthols in the absence of light irradiation. 2,2'-Binaphthols,
2,2'-binaphthyl-1,1'-quinones, and/or 2,2'-binaphthyl-1,4-quinones can be obtained depending on the conditions and the naphthol substrate used. Interestingly, starting from
the methyl substituted naphthol (XIV) formation of the novel trimers (XIII) and (XIV)
is observed. Additionally, it is found that enol ethers of type (III) undergo O-demethylation in the presence of SnO2 and absence of O2 giving 2,2'-binaphthyl-1,4-quinones.
— (TAKEYA*, T.; OTSUKA, T.; OKAMOTO, I.; KOTANI, E.; Tetrahedron 60
(2004) 47, 10681-10693; Showa Pharm. Univ., Machida, Tokyo 194, Japan; Eng.) —
Jannicke
2005
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