THE ULTRASOUND-PROMOTED ALUMINUM AMALGAM REDUCTION OF PHTHALIMIDES TO HYDROXY LACTAMS

THE ULTRASOUND-PROMOTED ALUMINUM AMALGAM REDUCTION OF PHTHALIMIDES TO HYDROXY LACTAMS
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DOI:
10.1080/00397919008051550
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发表时间:
1990-01-01
影响因子:
2.1
通讯作者:
OHARA, LC
OHARA, LC
中科院分区:
化学4区
文献类型:
--
作者:
LUZZIO, FA;OHARA, LC

文献摘要

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介绍了一种利用铝汞齐和高强度超声促进N-取代邻苯二甲酰亚胺还原为相应的羟基内酰胺的新方法。超声波辐射用于快速破碎汞合金,产生反应性分散体,并增加溶液和表面之间的质量传递,从而加速反应速率。虽然衍生自相应邻苯二甲酰亚胺的羟基内酰胺的产率在69- 94%的范围内,但N-苄基戊二酰亚胺和N-苄基琥珀酰亚胺两者均未降低。还原不影响代表性α,β-烯酸酯的双键或酯官能团。
A new method for the reduction of N-substituted phthalimides to the corresponding hydroxy lactams is described which utilizes aluminum amalgam and is promoted by high-intensity ultrasound. The ultrasonic irradiation serves to rapidly fragment the amalgam creating a reactive dispersion as well as increasing mass transport between solution and surface thereby accelerating the reaction rate. While the yields of hydrbxy lactams derived from the corresponding phthalimides are in the range of 69–94%, both N-benzyl glutarimide and N-benzyl succinimide are not reduced. The reduction does not affect the double bond or ester function of a representative α,β-enoate ester.