111461-13-3Relevant academic research and scientific papers
The synthesis of oxazoles by thermolysis or photolysis of 2-acylisoxazol-5-ones
Ang, Kiah H.,Prager, Rolf H.,Smith, Jason A.,Weber, Ben,Williams, Craig M.
, p. 675 - 678 (1996)
N-acylisoxazol-5-ones are converted into the corresponding 2-substituted oxazoles by photolysis at 300 or 254 nm, or by flash vacuum pyrolysis. The former procedure is favoured for isoxazolones with electron withdrawing groups at C-4, and pyrolysis for all others.
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.
An Efficient Synthesis of 4-Acyl-5-hydroxy-3-methylisoxazoles through an Acyl-Transfer Reaction
Sato, Kazuo,Ueda, Takashi,Sugai, Soji
, p. 3153 - 3158 (2007/10/02)
Acylation of 3-methyl-3-isoxazolin-5-one (2a) with acyl chlorides was investigated. 2-Acyl-3-methyl-3-isoxazolin-5-ones 5 and 5-acyloxy-3-methylisoxazoles 6, which were prepared from 2a and acyl halides, underwent acyl-transfer reaction in the presence of
