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Reaction of spironaphthalenones with hydroxylamine: Part I. A reinvestigation of the mechanism

Kasturi, Tirumalai R and Jayaram, Srirangam K and Pragnacharyulu, Palle VP and Sattigeri, Jitendra A and Reddy, Gowravaram M and Kumar, Kaipenchery A (1993) Reaction of spironaphthalenones with hydroxylamine: Part I. A reinvestigation of the mechanism. In: Tetrahedron, 49 (1). pp. 113-124.

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Official URL: http://dx.doi.org/10.1016/S0040-4020(01)80511-1

Abstract

Spironaphthalenones 1b–g on reaction with hydroxylamine hydrochloride gave the expected pyrrolotropones 2b–g. Furanotropone 6, postulated as an intermediate in the formation of pyrrolotropones, remained unchanged on reaction with hydroxylamine hydrochloride in ethanol. Reaction of unsymmetrical spironaphthalenones 1h–o with NH2OH.HCl gave the rearranged pyrrolotropones 2h–o.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 24 Feb 2011 05:01
Last Modified: 24 Feb 2011 05:01
URI: http://eprints.iisc.ernet.in/id/eprint/35722

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