Tetrahedron p. 913 - 918 (1985)
Update date:2022-08-05
Topics:
Yamamori, Teruo
Hiramatu, Yoshiharu
Sakai, Katunori
Adachi, Ikuo
Reactions of 5-aminoisoxazoles with α,β-unsaturated ketones in t-butanol on heating afforded 4,7-dihydroisoxazolo<5,4-b>pyridines.However, when the reactions were carried out at 20 deg C using ethylene glycol as the solvent, the kinetically controlled amino adducts were obtained in excellent yields.The amino adducts were converted into the thermodynamically controlled 4,7-dihydroisoxazolo<5,4-b>pyridines by heating.Tentative mechanisms for the reaction are also presented.
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