Kasturi, Tirumalai R. ; Sattigeri, Jitendra A. ; Pragnacharyulu, Palle V. P. ; Cameroon, Thomas S. ; Pradeep, Baghchi (1995) Reaction of spironaphthalenones with hydroxylamine hydrochloride: part IV Tetrahedron, 51 (10). pp. 3051-3060. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...
Related URL: http://dx.doi.org/10.1016/0040-4020(95)00045-A
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. Reaction of NH2OH.HCl with spironaphthalenones 3a-c and 5a-b, interestingly, gave respectively the isoxaxole derivatives 9a-c and 12a-b.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 16068 |
| Deposited On: | 15 Nov 2010 14:16 |
| Last Modified: | 04 Jun 2011 04:19 |
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