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Oxidation of Quinolinols - Synthesis of Spirodienones Containing Nitrogen

Jayaram, SK and Kasturi, TR (1991) Oxidation of Quinolinols - Synthesis of Spirodienones Containing Nitrogen. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 30 (4). 385 -389.

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Official URL: http://www.niscair.res.in/ScienceCommunication/Res...

Abstract

Reaction of 6-quinolinol with formaldehyde and sodium sulphite gives the bisquinolinol (1b). Similar reaction of 6-quinolinol with sodium 2-hydroxy1-naphthylmethanesulphonate gives 1c. Oxidation of 1b with K3Fe(CN)6 or KOBr gives the spiroquinolinone 2b, while oxidation of 1c with K3Fe(CN)6 results in the formation of spirodienones 2c and 2d, and the dispiroketones 7b and 7c. Oxidation of 1c with DDQ, however, results in only the spirodienones 2c and 2d. The spirodienone 2d and the bromospiroquinolinone 2e are formed in the reaction of 1c with KOBr.

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
Date Deposited: 26 Nov 2010 05:32
Last Modified: 26 Nov 2010 05:32
URI: http://eprints.iisc.ernet.in/id/eprint/34030

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