The 1,3-dipolar addition of 2-aroyl-aziridines to 1-nitrosonaphth-2-ol: novel syntheses of substituted naphtho[1,2-d]oxazoles
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 4,p. 247-248
- https://doi.org/10.1039/c29700000247
Abstract
A series of 2-aroyl-aziridines underwent 1,3-dipolar additions in both orientations to the nitrogen–oxygen bond of 1-nitrosonaphth-2-ol; spontaneous cleavage of the intermediate oxadiazolidine to a nitrone and cyclisation of the latter afforded both 2-aryl- and 2-aroyl-naphtho[1,2-d]oxazoles in good yield: the interpretation of the reaction received confirmation by independent, unambiguous synthesis of a 2-aroyl-naphtho[1,2-d]oxazole.Keywords
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