Site-and regioselective π4S + π2S cycloaddition of nitrileoxides to pyridazin-3-ones: formation of novel 3a,7a-dihydroisoxazolo[4, 5-d]pyridazin-4-ones

Srinivasan, T. N. ; Sattur, P. B. ; Rama Rao, K. ; Bhanu Prasad, A. S. ; Jemmis, E. D. (1989) Site-and regioselective π4S + π2S cycloaddition of nitrileoxides to pyridazin-3-ones: formation of novel 3a,7a-dihydroisoxazolo[4, 5-d]pyridazin-4-ones Journal of Heterocyclic Chemistry, 26 (3). pp. 553-555. ISSN 0022-152X

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/jhet.55...

Related URL: http://dx.doi.org/10.1002/jhet.5570260306

Abstract

A study of the cycloaddition behaviour of substituted pyridazin-3-ones with arylnitrile oxides has been carried out, Nitrile oxides udergo site and regioselective 1, 3-dipolar cycloaddition to 4, 5-double bond of pyridazinone to afford 3a, 7a-dihydroisoxazolo[4, 5-d]pyridazin-4-ones. The reactions follow frontier orbital predictions. Nitrile oxide HOMO-pyridazinone LUMO combination is dominant.

Item Type:Article
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Deposited On:14 Feb 2012 11:18
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