Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) called Periselectivity between the [1,4] and [3,3] thermal sigmatropic rearrangements of 2-allyloxypyridine N-oxides, Author is Alker, David; Ollis, W. David; Shahriari-Zavareh, Hooshang, which mentions a compound: 2402-95-1, SMILESS is ClC1=CC=CC=[N+]1[O-], Molecular C5H4ClNO, Name: 2-Chloropyridine 1-oxide.
Thermal rearrangement of 2-allyloxpyridine N-oxides I (R = H, OMe, NO2) yields N-allyloxy-2-pyridones II and 3-allyl-N-hydroxy-2-pyridones III. These transformations are regiospecific and on this basis it is proposed that the reactions involve concerted [1,4] and [3,3] sigmatropic rearrangements. Supporting evidence based on solvent effects, temperature effects, and substituent effects is given.
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Reference:
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Isoxazole | C3H3NO – PubChem