无溶剂超声辐射下琥珀酰亚胺磺酸镧催化合成3-取代吲哚衍生物
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国家科技支撑计划(2009BAI75B02)资助项目;江西省研究生创新基金(YC2014-B024)资助项目


Solvent- free synthesis of 3-indole derivatives under ultrasound irradiation with Succinimide-N-Sulfonic Acid Lanthanum as Catalyst
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    摘要:

    该文报道在琥珀酰亚胺磺酸镧催化下,吲哚、芳香醛和 2,2-亚戊基- 1,3-二噁烷-4,6-二酮在无溶剂条件下经超声辐射合成了10个5-[(3-吲哚基)-芳甲基]-2,2-亚戊基-1,3-二噁烷-4,6-二酮衍生物(3-取代吲哚衍生物)。当催化剂用量为 3%(以吲哚摩尔分数为计)时,30℃反应20-60 min,收率为82.4%-98.5%。此外,还探讨了琥珀酰亚胺磺酸镧的催化机理。该方法具有反应条件温和、反应时间短、底物普适性好、收率高及对环境友好等优点。催化剂回收利用4次仍然保持很高的催化活性。

    Abstract:

    In this paper, ten kinds of 5-[(Indol-3-yl)-arylmethyl]-2,2-pentamethylene -1,3-dioxane-4,6-dione derivatives (3-indole derivatives)were synthesized by the three component condensation reactions of indole with aromatic aldehydes and 2,2-pentamethylene -1,3-dioxane-4,6-dione using succinimide-N-sulfonic acid lanthanum as catalyst, without solvent under ultrasonic irradiation. The results indicate that the yield ranged from 82.4% to 98.5%,when using 3%( the mole fraction of indole) succinimide-N-sulfonic acid lanthanum and reacting at 30℃ for 20-60min. In addition, the possible catalytic mechanism for the reaction catalyzed by succinimide-N-sulfonic acid lanthanum was proposed. The advantages of this protocol were mild reacions conditions, short reaction time, wide substrate scope, excellent yields and benign to environment, Furthermore, the catalyst could be recovered four times conveniently and reused efficiently.

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严楠,熊云奎,林春花,雷志伟,廖维林,夏剑辉.无溶剂超声辐射下琥珀酰亚胺磺酸镧催化合成3-取代吲哚衍生物[J].精细化工,2014,31(11):

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  • 收稿日期:2014-06-10
  • 最后修改日期:2014-07-22
  • 录用日期:2014-08-14
  • 在线发布日期: 2014-10-22
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