Reaction of spironaphthalenones with hydroxylamine hydrochloride: Part IV

Kasturi, Tirumalai R and Sattigeri, Jitendra A and Pragnacharyulu, Palle VP and Cameroon, Thomas S and Pradeep, Baghchi (1995) Reaction of spironaphthalenones with hydroxylamine hydrochloride: Part IV. In: Tetrahedron, 51 (10). pp. 3051-3060.

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Abstract

Reaction of 1-methoxynaphthalene with 1-formylnaphthalene in presence of n-BuLi/TMEDA, followed by deoxygenation and demethylation gave the bisnaphthol 6. Oxidation of 6 with KOBr yielded the spironaphthalenones 4a-b and 5a-b. The spironaphthalenones 3a-c on reaction with NH2OH.HCl gave naphth[2,1-c]isoxazole derivatives 9a-c. While similar reaction of 4a-b gave the pyrrolotropones 11a-b, spironaphthalenones 5a-b afforded the naphth[1,2-c]isoxazole derivatives 12a-b.

Item Type:	Journal Article
Publication:	Tetrahedron
Publisher:	Elsevier Science
Additional Information:	Copyright of this article belongs to Elsevier Science.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	24 May 2011 07:02
Last Modified:	24 May 2011 07:02
URI:	http://eprints.iisc.ac.in/id/eprint/37874

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