174902-37-5Relevant academic research and scientific papers
Chemistry of 5-oxodihydroisoxazoles. Part 17. Acylation of 5-oxodihydroisoxazoles
Prager, Rolf H.,Smith, Jason A.,Weber, Ben,Williams, Craig M.
, p. 2659 - 2664 (2007/10/03)
2-Unsubstituted isoxazol-5(4H)-ones and -5(2H)-ones may be acylated by acid chlorides, anhydrides or carboxylic acids in the presence of carbodiimides, to give O- and N-acylated products. The solvent, the presence of base and the temperature are found to alter the product ratios dramatically, but the substituents present at C-3 have the greatest effect. Aliphatic acid anhydrides and chlorides generally react at nitrogen, but aroyl halides give significant proportions of O-acylated products. Limited success in converting O-aroyl to N-aroyl isoxazolones is reported.
