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Oxidation Of 1-(2-Hydroxybenzyl)-2-Naphthols

Kasturi, TR and Charyulu, PVPP and Prasad, Ganesh KB (1991) Oxidation Of 1-(2-Hydroxybenzyl)-2-Naphthols. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 30 (12). 1108 -1111.

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Condensation of salicyl alcohol with 2-naphthols (9a-d) furnishes 1-(2-hydroxybenzyl)-2-napthols (6a-d). Methylation of 6a gives the dimethyl ether 11, which has also been prepared by Grignard reaction of 2-methoxyphenylmagnesium bromide with 2-methoxy-1-naphthaldehyde followed by reduction with AlCl3-LiAlH4. Compounds 6a-d undergo facile oxidation with either K3Fe(CN)6 or KOBr to give spironaphthalenones 12a-d. Surprisingly, no reaction occurs with either DDQ or o-chloranil.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Ms Mary Ranjeetha
Date Deposited: 26 Nov 2010 04:25
Last Modified: 26 Nov 2010 04:25
URI: http://eprints.iisc.ac.in/id/eprint/34029

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