Bulletin of the Chemical Society of Japan p. 3544 - 3547 (1991)
Update date:2022-09-26
Topics:
Ariga, Masahiro
Tohda, Yasuo
Nakashima, Hiroko
Tani, Keita
Mori, Yutaka
Matsumura, Eizo
New ring transformations of 3,5-dinitro-1-(4-nitrophenyl)-4-pyridone and its homologues with hydroxylamine were found to give 4-nitro-5(2H)-isoxazolone.These results were rationalized by double ring transformations in sequence.The fact that the 4-position of the 4-pyridone behaved as an electrophilic site was the first example in this series of ring transformations, and was caused by the alpha-effect of the reagent.Some reactions of the isoxazolone were carried out.
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