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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (01): 123-125. 上一篇    下一篇

研究简报

微波辐射下氧化N-烷基酰胺合成二酰亚胺

TAHERPOUR, Avat Arman*,a,b，ABRAMIAN, Araza，
KARDANYAZD, Haniyeha   

  1. (a Chemistry Department, Graduate Faculty, Islamic Azad University, Arak Branch, P. O. Box 38135-567, Arak, Iran)
    (b Faculty of Science, Islamic Azad University, P. O. Box: 618, Sanandaj Branch, Kurdistan, Iran)
  • 收稿日期:2005-08-08 修回日期:2005-10-26 发布日期:2006-12-30

Synthesis of Imide by Oxidation of N-Alkyl Amides under Microwave Irradiation

TAHERPOUR, Avat Arman*,a,b，ABRAMIAN, Araza，
KARDANYAZD, Haniyeha   

  1. (a Chemistry Department, Graduate Faculty, Islamic Azad University, Arak Branch, P. O. Box 38135-567, Arak, Iran)
    (b Faculty of Science, Islamic Azad University, P. O. Box: 618, Sanandaj Branch, Kurdistan, Iran)
  • Received:2005-08-08 Revised:2005-10-26 Published:2006-12-30
  • Contact: TAHERPOUR, Avat Arman

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二酰亚胺是一个很有用的官能团, 它广泛存在于天然产物和有药物活性的分子中. 通过微波辐射条件合成它吸引了很多化学家的注意. 极性反应物可以吸收微波辐射, 化学家将微波应用于一些化学反应中. N-烷基酰胺(NH邻位有一个亚甲基CH2)和N上没有取代的内酰胺可以被过氧化物和过渡金属盐氧化成二酰亚胺. 报道了在乙酸乙酯中过氧叔丁醇和乙酰丙酮锰(III)在微波条件(90 W, 5 min)下, 酰胺迅速、高选择性地、高产率地转变为二酰亚胺的方法.

关键词: 微波辐射, 锰(III), 过氧叔丁醇, 氧化, 二级亚胺

Imide group is an interesting functionality, due to its wide presence in the natural products and in the pharmacologically active compounds. This has attracted chemists’ attention as a target to be prepared by microwave irradiation. Since polar reactants can absorb the microwave irradiation, thus chemists can utilize the microwave oven for some organic reactions. N-Alkyl amides (with methylene CH2 group adjacent to NH function of amide bond) and lactams, which need not be N-substituted, can be converted to imides by oxidation with a hydroperoxide and transition metal salts. It was reported that a rapid, selective and good yield conversion of the amides to imides by using t-buthyl hydroperoxide (t-BuOOH) and manganese(III) acetyl- acetonate [Mn(acac)3] in ethyl acetate under microwave irradiation (90 W, 5 min).

Key words: manganic(III), second order imide, t-buthyl hydroperoxide, microwave irradiation, oxidation