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Studies on dihydropyridine derivatives-I: 4,7-dihydroisoxazolo[5,4-b]pyridines
Tetrahedron ( IF 2.1 ) Pub Date : 1985 , DOI: 10.1016/s0040-4020(01)96409-9
Teruo Yamamori , Yoshiharu Hiramatu , Katunori Sakai , Ikuo Adachi

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° 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 reactions are also presented.

中文翻译:

二氢吡啶衍生物-I:4,7-二氢异恶唑并[5,4-b]吡啶的研究

5-氨基异恶唑与叔丁醇中的α,β-不饱和酮加热反应,得到4,7-二氢异恶唑并[5,4-b]吡啶。然而,当使用乙二醇作为溶剂在20°下进行反应时,以优异的产率获得了动力学控制的氨基加合物。通过加热将氨基加合物转化为热力学控制的4,7-二氢异恶唑并[5,4-b]吡啶。还提出了反应的暂定机理。
更新日期:2017-01-31
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