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Paper | Regular issue | Vol 32, No. 9, 1991, pp.1765-1772
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5784
Heterocyclic Rearrangements — The Rearrangement of 3-Aroylaminoisoxazoles into 2-Aroylaminooxazoles

Silvestre Buscemi, Vincenzo Frenna, and Nicolò Vivona*

*Dipartimento di Chimica Organica, Università digli Studi di Palermo, Via Archirafi 20 90123 Palermo, Italy


When treated with t-BuOK in DMF at 110-120 °C, 3-aroylamino-5-methylisoxazoles gave good yields of 2-aroylamino-5-methyloxazoles as the ring rearrangement products. The same isoxazole to oxazole ring isomerization has been also observed in a photoinduced reaction.